Upcoming events

Friday Night Live
Mar
13

Friday Night Live

The band that will be playing is called Full Throttle! All the festivities occur at the Hernando Park Bandshell located at 205 E Fort Dade Ave, Brooksville, FL 34601

Kick off your St. Patrick’s Day celebrations early with a high-octane night of music, dancing, and community fun! Brooksville Main Street is proud to present the return of Friday Night Live on March 13th, 2026, at Hernando Park.

This month, we are cranking up the volume with Full Throttle. Known for their explosive stage presence and high-energy setlist, the band is set to deliver a powerhouse performance that will have the whole park moving. Whether you're looking for the perfect "St. Paddy’s" date night or a lively evening out with friends, this is the place to be.

Beyond the music, E Ft Dade Ave will transform into a lively Street Market. Attendees can explore our wonderful brick and mortar businesses and restaurants as well as a curated selection of arts and craft vendors, while local food trucks serve up fantastic eats to satisfy every craving

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Downtown Street Market - Youth Makers Market
Mar
21

Downtown Street Market - Youth Makers Market

Brooksville Main Street is thrilled to announce the return of the Downtown Spring Street Market on Saturday, March 21st, 2026. This season, the vibrant community celebration takes on a special focus as we proudly spotlight our Youth Makers & Entrepreneur Market, showcasing the incredible talent and drive of our local young entrepreneurs.

The market will take place from 10:00 AM to 2:00 PM along South Brooksville Avenue and Liberty Street (by the historic Water Tower). This family-friendly and pet-friendly event brings together the best of Brooksville, featuring local artisans, farmers, crafters, and small businesses.

Visitors can expect to find:

  • Handcrafted Goods & Unique Gifts

  • Original Artwork & Boutique Clothing

  • Plants, Flowers & Produce

  • Baked Goods & more

This market is all about celebrating the amazing talent right here in our backyard. We can’t wait for you to meet our local Youth Entrepreneurs! It’s a wonderful opportunity to support these up-and- coming business owners and enjoy the best of Brooksville’s springtime vibes.

A Full Saturday Downtown:

In addition to the market stalls, visitors can enjoy delicious offerings from local food trucks and downtown restaurants. It’s the perfect spring day to stroll through the historic district, explore unique brick-and-mortar shops, and soak up the community spirit

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Brooksville Matters - Heart of the City
Apr
1

Brooksville Matters - Heart of the City

Brooksville Main Street and the Greater Hernando County Chamber of Commerce are proud to invite the community to the April edition of Brooksville Matters.

This month, we are thrilled to feature Jared Marsden, the City of Brooksville’s Parks & Recreation Director. Jared will lead an inspiring conversation on “Community Building & Sense of Place,” focusing on how our local parks serve as the ultimate foundation for connection.

The heart of the city is in our parks. They are the places where neighbors become friends and where our collective history is made. We are excited to have Jared share his vision on how we can continue to create spaces where every resident feels a deep sense of belonging and pride.

Why Attend April’s Brooksville Matters?

  • Expert Insights: Hear firsthand how our parks system is driving the "Sense of Place" that makes Brooksville a premier destination.

  • Community Connection: Engage with local leaders, business owners, and residents who are passionate about the growth and vibrancy of our town.

  • Networking & Breakfast: Enjoy a delicious breakfast at The Bistro while building the professional relationships that strengthen our local economy.

  • Civic Pride: Learn how upcoming park projects initiative are shaping the future of our historic district.

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Beautify Brooksville Spring 2026
Apr
4

Beautify Brooksville Spring 2026

Calling all landscapers, gardeners, pressure washers, residents and downtown advocates! The next Spring edition of Beautify Brooksville is now underway!

Join the Brooksville Main Street Board of Directors, the Design Committee, the City of Brooksville and other volunteers for the biannual Beautify Brooksville as we pull up our sleeves to clean, weed, paint, pressure wash and take care of this gorgeous City that we call home!

Stay tuned for more information!

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Friday Night Live
Apr
10

Friday Night Live

Shake off the winter chill and get ready to move! Brooksville Main Street is thrilled to announce the return of the ultimate springtime celebration. Back by popular demand, the electrifying sounds of American roots music are taking over downtown for a night you won't want to miss.

Join us on Friday, April 10th, 2026, as we welcome The NightBumpers back to the stage at Hernando Park. Renowned for their high-energy sound, this dynamic group will transport you straight back to the vibrant jump/swing era of the 1940s—all delivered with a powerful, soulful blues emphasis. Whether you’re a seasoned dancer or a toe-tapper, their irresistible, authentic groove is guaranteed to get you on your feet.

Beyond the music, E Ft Dade Ave will transform into a lively Springtime Street Market. Attendees can explore our brick and mortar downtown shops & restaurants, a curated selection of arts and craft vendors, while local food trucks serve up fantastic eats to satisfy every craving.

The energy The NightBumpers bring is unmatched, and it's the perfect way to celebrate Spring in beautiful downtown Brooksville.


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Pedal Play Day 2026
Apr
11

Pedal Play Day 2026

Get ready to ride! Brooksville Main Street, in partnership with Advent Health- Dade City, Florida’s Adventure Coast, Brooksville, Weeki-Wachee, and Bike Florida, is excited to host Pedal Play Day on Saturday, April 11th, 2026. This fun-filled community event is a celebration of the Good Neighbor Trail and the vibrant outdoor lifestyle of our historic city.

Cyclists of all ages and skill levels are invited to gather at Russell Street Park (28 Russell Street) from 10:00 AM to 2:00 PM for a day dedicated to biking, family activities, and local exploration.

Event Highlights:

  • Family Fun Rides & Safety: Enjoy guided trail rides and bicycle safety demonstrations including a Bike Rodeo & Cycling Skills course.

  • Creative Fun: A bicycle decorating station for kids (and the young at heart!).

  • Wellness Stations: Interactive booths promoting fitness, wellness, and eco-tourism

  • Pedal Play Market & Eats: Explore local vendor booths and grab a bite from featured food trucks.

  • Prizes: Participate in giveaways throughout the day.

Pedal Play Day is about more than just a bike ride; it’s about fostering community engagement and raising awareness for the Good Neighbor Trail as a premier resource for health and recreation. We want to inspire a lifelong love for cycling while showcasing the beauty of Florida's Adventure Coast. This family-friendly event provides a safe and engaging environment for participants to connect with fellow enthusiasts and explore the trail's scenic path.

Whether you are a competitive cyclist or a casual cruiser, there is something for everyone.

Important: Attendees are encouraged to bring their own bicycles and helmets are required for all riders participating in trail activities.

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Downtown Street Market - Brooksville Bellflower Spring MArket
Apr
18

Downtown Street Market - Brooksville Bellflower Spring MArket

As the gardens of Florida begin to burst with color, Brooksville Main Street is thrilled to announce the next edition of the Downtown Street Market on Saturday, April 18th, 2026. This season, our vibrant community celebration takes on a special theme honoring the city’s official flower: the Brooksville Bell Flower.

While this elusive local treasure typically blooms in February, we couldn't think of a better way to celebrate its beauty than with a market dedicated to all things floral, green, and growing! Whether you have a green thumb or just love the fresh vibes of spring, this is the place to be.

The market will transform South Brooksville Avenue into a shopper’s dream. Attendees can

explore a wide variety of offerings, including:

  • Plants, Flowers & Fresh Produce: Perfect for your spring garden.

  • Handcrafted Goods & Unique Gifts: Artisan-made items you won't find anywhere else.

  • Original Artwork & Boutique Clothing: Refresh your home and wardrobe for the season.

  • Baked Goods & More: Local treats to satisfy your sweet tooth.

This market is all about celebrating the amazing talent right here in our backyard. It’s a wonderful opportunity to support our local business owners and soak up those beautiful Brooksville springtime vibes.

The fun doesn't stop at the market stalls. Visitors are encouraged to grab a bite from the featured food trucks, stroll through our historic district to visit downtown retail shops, and enjoy a leisurely lunch at one of our many brick-and-mortar restaurants. This event is family-friendly and pet-friendly, so bring the whole crew!

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Brooksville Matters - National Travel and Tourism Week
May
6

Brooksville Matters - National Travel and Tourism Week

Brooksville Main Street and the Greater Hernando County Chamber of Commerce are excited to announce the May edition of Brooksville Matters.

In honor of National Travel & Tourism Week, this month’s session features guest speaker Tammy Heon, Manager of Tourism Development for the Florida’s Adventure Coast Visitors Bureau. Tammy will lead an engaging discussion titled, "Tourism: The Heartbeat of Our Local Economy," exploring how the travel industry acts as a vital engine for Hernando County’s growth and sustainability.

Tourism is more than just a visit; it is an investment in our small businesses and the

preservation of our historic charm. We are thrilled to have Tammy share her expertise on how visitors contribute to the vibrant lifestyle we enjoy every day and how we can continue to showcase Brooksville & Hernando County as a premier destination.

Why Attend May’s Brooksville Matters?

  • The Power of Travel: Discover how tourism dollars directly impact our local economy and infrastructure.

  • National Recognition: Celebrate National Travel & Tourism Week by learning about the latest trends in Florida travel and eco-tourism.

  • Collaborative Success: Learn how local businesses can better align with the Visitors Bureau to attract new customers.

  • Community & Networking: Connect with fellow business owners, residents, and civic leaders over a delicious breakfast at The Bistro.

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Friday Night Live
May
8

Friday Night Live

The band that will be playing is called Jam Jones! All the festivities occur at the Hernando Park Bandshell located at 205 E Fort Dade Ave, Brooksville, FL 34601

As the spring air warms up, Brooksville Main Street is keeping the rhythm going! We are thrilled to invite the community to another unforgettable installment of Friday Night Live on May 8th, 2026, featuring the incredibly talented and soulful sounds of Jam Jones.

Get ready for an evening of groove-heavy hits and infectious energy at Hernando Park. Known for their versatile style and ability to get a crowd on their feet, Jam Jones is the perfect soundtrack for a beautiful May night in the heart of downtown. Whether you’re a longtime fan or discovering them for the first time, this is one performance you won't want to miss

May is a vibrant time in Brooksville, and bringing Jam Jones to the stage adds that perfect soulful spark to the Friday Night Live series. It’s about more than just the music; it’s about neighbors coming together, enjoying the park, and celebrating everything that makes our downtown thrive!

A Full Downtown Experience:

  • East Ft. Dade Avenue will transform into a bustling marketplace featuring a curated selection of local arts and craft vendors and food trucks.

  • Before the music starts, take a stroll through the historic district to explore

    unique boutiques and award-winning restaurants.

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Downtown Street Market - Kentucky Derby
May
16

Downtown Street Market - Kentucky Derby

Dust off your sun hats and grab your bowties! Brooksville Main Street is thrilled to announce the next edition of the Downtown Street Market on Saturday, May 16th, 2026. This month, we’re bringing the spirit of the Bluegrass State to the heart of Florida with a high-energy Kentucky Derby theme.

Whether you're a fan of the "Run for the Roses" or just looking for a festive day out, this market is the perfect place to celebrate the home stretch of spring. From equestrian-inspired decor to the finest Southern hospitality, it’s going to be a winning day for the whole family!

The market will transform South Brooksville Avenue into a champion-level shopping experience. Attendees can explore a winner's circle of offerings, including:

  • Derby Style & Boutique Clothing: Find the perfect spring dress or dapper accessories.

  • Handcrafted Goods & Unique Gifts: Artisan-made items that are sure to place first in your heart.

  • Original Artwork & Home Décor: Refresh your living space with beautiful local creations.

  • Plants, Flowers & Produce: Seasonal blooms to keep your home looking vibrant.

    Baked Goods & More: Local treats sweet enough for a southern social.

The Fun Doesn't Stop There: Visitors are encouraged to grab a bite from the featured food trucks, stroll through our historic district to visit downtown retail shops, and enjoy a leisurely lunch at one of our many brick-and-mortar restaurants. This event is family-friendly and pet-friendly, so bring the whole crew!

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Moonlight Movies - Space Jam
Jun
13

Moonlight Movies - Space Jam

Get ready to jam under the stars! Brooksville Main Street is thrilled to launch its summer Moonlight Movie series with a cosmic classic that’s sure to be a slam dunk: SPACE JAM!

Join Michael Jordan and the Tune Squad for an epic, animated basketball battle against the Monstars. It’s an evening of hoops and hilarity that the whole family will love!

The excitement starts well before the opening credits! Local legend DJ Shalamar will be on-site spinning high-energy tunes and hosting awesome pre-movie festivities. Families can show off their skills in the Family Dribble Relay—a friendly basketball competition for all ages—and everyone is encouraged to come dressed as their favorite basketball superstar!

While you wait for tip-off, be sure to grab some delicious eats from our local food trucks and explore unique offerings from our community vendors. We also encourage guests to take advantage of FREE downtown parking and take a stroll to support our fantastic downtown restaurants and shops before the show begins.

Pro-Tips for Attendees:

  • What to Bring: Grab your comfiest blankets and lawn chairs to snag a great spot on the grass.

  • Support Local: To help support our onsite vendors and downtown businesses, outside coolers and drinks are not permitted

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Moonlight Movies - Willy Wonka & The Chocolate Factory (1971)
Jul
11

Moonlight Movies - Willy Wonka & The Chocolate Factory (1971)

Step into a world of pure imagination! Brooksville Main Street is delighted to invite families, dreamers, and film lovers to the enchanting summer showing of beloved classic, Willy Wonka & the Chocolate Factory.

On Saturday, July 11th, 2026, Hernando Park will transform into a whimsical wonderland for an unforgettable evening under the stars. We invite the community to gather their "Golden Tickets" and join us for the timeless journey of Charlie Bucket as he explores the fantastical secrets of the world’s most famous chocolate factory.

The magic begins long before the opening credits. Local favorite DJ Shalamar will be on-site to host a "sweet" lineup of pre-movie festivities, including:

  • The Golden Ticket Hunt: Arrive early and keep your eyes peeled! Lucky winners will snag special prizes hidden throughout the area.

  • Wonka-Inspired Costume Contest: Show off your creativity! Whether you're a dapper Willy Wonka or a spirited Oompa Loompa, we want to see your best factory-inspired attire.

  • Candy-Dash Relay & Games: High-energy fun for the kids, including a candy jar guessing game and several surprise treats.

Guests are encouraged to take advantage of FREE downtown parking and enjoy a leisurely stroll through our historic district to support Brooksville's wonderful local restaurants and shops before heading to the park.

Pro-Tips for Attendees:

  • Seating: Bring your comfiest blankets and lawn chairs to secure a perfect spot on the grass.

  • Eats & Treats: Local food vendors will be on-site with delicious offerings. To support our local partners, we kindly ask that you leave outside coolers at home.

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Moonlight Movies - Back to School Bash featuring DJ Shalamar
Aug
8

Moonlight Movies - Back to School Bash featuring DJ Shalamar

This month’s Moonlight Movies will be a Back to School Bash featuring DJ Shalamar! A completely FREE family event. Bring your chairs or your blankets! All the festivities occur at the Hernando Park Bandshell located at 205 E Fort Dade Ave, Brooksville, FL 34601

More Information coming soon!

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Friday Night Live
Sep
11

Friday Night Live

The band that will be playing is The Actual Bank Robbers! All the festivities occur at the Hernando Park Bandshell located at 205 E Fort Dade Ave, Brooksville, FL 34601

After the summer hiatus, get ready for an electrifying night as Brooksville Main Street welcomes back one of Florida’s favorite high- energy acts! On Friday, September 11th, 2026, the Actual Bank Robbers take the stage at Hernando Park, delivering their signature blend of "Indie Dance-Rock" and Top 40 hits that are guaranteed to get the crowd moving. Known for their infectious energy and dynamic performances, the Actual Bank Robbers have built a loyal following with a setlist that spans decades. This 5- piece powerhouse met while performing at world-class theme parks, and that entertainer spirit shines through in every show.

A Moment of Remembrance: As this event falls on the 25th anniversary of September 11th, Brooksville Main Street will begin the evening with a special moment of silence and a tribute to honor the heroes, survivors, and families affected by the events of 2001. We invite the community to join us as we stand together in unity and remembrance before the music begins.

Friday Night Live is a tradition that brings friends and families together. On thissignificant anniversary, it is important to gather as a community—not only to enjoy a fantastic performance by the Actual Bank Robbers but to reflect on our resilience and strength as a nation.

A Full Downtown Experience:

  • East Ft. Dade Avenue will transform into a bustling marketplace featuring a curated selection of local arts and craft vendors and food trucks.

  • Before the music starts, take a stroll through the historic district to explore unique boutiques and award-winning restaurants.

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Downtown Street Market - Welcome to Fall
Sep
19

Downtown Street Market - Welcome to Fall

The Downtown Street Market takes place from 10:00AM until 2:00PM on the intersection of Historic S. Brooksville Avenue and Liberty Street, right underneath the Iconic Brooksville Water Tower in Downtown Brooksville!

The theme this month will be Welcome to Fall! More details soon!

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Downtown Street Market - Oktoberfest and Chili Cook-off
Oct
17

Downtown Street Market - Oktoberfest and Chili Cook-off

The Downtown Street Market takes place from 10:00AM until 2:00PM on the intersection of Historic S. Brooksville Avenue and Liberty Street, right underneath the Iconic Brooksville Water Tower in Downtown Brooksville!

The theme this month will be Oktoberfest and the Chili Cook-off! More details soon!

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Halloween Howl and HCSO Safety Fun Fest
Oct
24

Halloween Howl and HCSO Safety Fun Fest

Downtown Trick or Treating doesn’t get better than this! Once again, Brooksville Main Street is partnering with the Hernando County Sheriff’s Offices Safety Fun Fest to bring the ultimate family fun fest! This year’s event is Saturday, October 24th, 2026 from 4 pm - 8 pm in Downtown Brooksville!   

This free fun, educational event will showcase all of Hernando County’s first responders from deputy sheriffs and troopers to firefighters and other emergency medical personnel.

There will be trick or treating throughout downtown as well as cool music, Adult, Children, and Pet costume contests, arts & crafts vendors, face painting, food trucks, a Touch-A-Truck event and so much more. 

Check back for more updated information!

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Downtown Street Market - Thankful Friendsgiving
Nov
21

Downtown Street Market - Thankful Friendsgiving

The Downtown Street Market takes place from 10:00AM until 2:00PM on the intersection of Historic S. Brooksville Avenue and Liberty Street, right underneath the Iconic Brooksville Water Tower in Downtown Brooksville!

The theme this month will be Thankful Friendsgiving! More details coming soon!

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NYE Tangerine Ball Drop
Dec
31
to Jan 1

NYE Tangerine Ball Drop

Prepare to send 2025 off with a bang and welcome 2026 in the most vibrant way possible! Brooksville Main Street and “Tangerine” Presenting Partner, Lowman Law Firm, is thrilled to announce the return of the Tangerine Ball Drop, promising an exhilarating New Year's Eve celebration on Wednesday, December 31st, 2025, from 6:00 PM to 1:00 AM at the iconic Water Tower in downtown Brooksville! This isn't just any countdown; it's a unique, colorful twist on tradition, featuring a dazzling, glowing tangerine descending to mark the very start of the New Year!

This signature event is your ticket to an unforgettable New Year's Eve bash, packed with non-stop excitement! Immerse yourself in live music that will make you move, tantalizing treats from an array of food trucks, a vibrant NYE Night Market for those last-minute celebratory finds, an exclusive VIP area, and a lively, family-friendly atmosphere that promises fun for all ages. Whether you're craving a night of epic dancing, a feast of delicious eats, or simply a spectacular evening out with friends and family, the NYE Tangerine Ball Drop has something electrifying for everyone!

The evening's pulse-pounding celebration kicks off when local sensation DJ Shalamar takes the stage, ready to ignite the dance floor! Known for his seamless blending of today’s hottest hits, timeless classics, and everything in between, his infectious energy is guaranteed to keep the party pumping. From chart-toppers to throwback favorites, partygoers can expect an epic soundtrack to usher in the New Year with unparalleled style.

And here's a special treat for our younger revelers: when the clock strikes 9:00 PM, families can expect a unique, early ball drop just for the kiddos!

But the fun is far from over! Get ready for a high-octane performance as Best of the Bay Rock Band, Women of Rock, takes the stage at 9:30 PM! These incredible performers will show you why they're masters at keeping the energy soaring throughout the evening. They'll be joined by Mayor Christa Tanner for a live, electrifying countdown to midnight, culminating in the spectacular Tangerine Ball Drop! Watch in awe as the iconic tangerine illuminates the night sky, making its magnificent descent to thunderous cheers from the crowd as we officially welcome 2026!

Admission to this sensational event is FREE, so bring the whole family and soak in all the excitement! For those looking to elevate their New Year's Eve experience to the next level, an exclusive VIP Experience awaits.

VIP EXPERIENCE:

Tickets are available for $45 per person or $75 per couple. Limited tickets available HERE

  • Indulge in complimentary dishes from beloved local restaurants

  • Sip on signature festive drinks, raise a glass with a champagne toast at midnight

  • Snag an exclusive swag bag

  • Uncover a few more delightful surprises!


This year’s Tangerine Ball Drop promises to be the grandest yet, with the tangerine glowing

brighter than ever before! Come dressed to impress or keep it casual, but be sure to bring

your wildest New Year's spirit as we count down to an unforgettable 2026!

"Our New Year’s Eve party is all about creating a night to remember, a true spectacle of

celebration," said Christopher Rhodes, Board President of Brooksville Main Street. "With DJ

Shalamar kicking off the night and then passing the baton to the electrifying Women of Rock,

this is going to be the ultimate celebration to kick off 2026 in the best way possible!"

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Family Sensory Christmas Celebration
Dec
19

Family Sensory Christmas Celebration

This holiday season, prepare to be swept away by the timeless, heartwarming magic of Christmas! Brooksville Main Street is absolutely delighted to announce the return of its 3rd Annual Family Sensory Christmas Celebration on Friday, December 19th, 2025, from 5:00 PM to 9:00 PM at Hernando Park, located at 205 E Ft Dade Ave in charming downtown Brooksville.

This truly special evening is thoughtfully designed to create an inclusive and memorable holiday experience for families with children of all abilities, especially those with sensory sensitivities.

Imagine a cozy, old-fashioned Christmas evening, bursting with the gentle glow of holiday cheer and candy-themed delights. Think classic candy canes, whimsical gum drops, and a sprinkling of pure holiday sparkle – all lovingly crafted for everyone to enjoy in a calm, sensory-friendly atmosphere. The only missing ingredient is you and your loved ones!

Highlights of this enchanting evening include:

  • Sensory-Sensitive Santa Visit: Experience the wonder of meeting Santa Claus in a calm and quiet setting. This allows for truly personalized interactions without the hustle, bustle, long lines, or loud noises often found at traditional events. It's a cherished moment just for your family.

  • Low-Sensory Activities: Discover a delightful array of holiday-themed crafts, engaging sensory play stations, and activities meticulously designed to engage the senses in a gentle, comforting way.

  • Movie Magic Meadow: Settle down under the stars to enjoy a beloved classic Christmas film in the serene setting of the park. Wrap up in blankets and enjoy a nostalgic cinematic treat.

  • Christmas Craft Market: Wander through a charming market where local artisans, crafters, and food vendors gather, offering handcrafted gifts and festive treats perfect for that special holiday touch.

    "We believe the magic of Christmas should be accessible to every family, creating joyful memories that last a lifetime," said Christopher Rhodes, Board President of Brooksville Main Street. "The Family Sensory Christmas Celebration is our way of offering a truly inclusive event, allowing everyone to savor the wonder of the season in a way that feels comfortable and joyful for them."

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Christmas on Main Tree Lighting 2025
Dec
6

Christmas on Main Tree Lighting 2025

Brooksville’s premiere Christmas event is back!

Step into a holiday wonderland as downtown Brooksville transforms into a magical scene straight out of your favorite Hallmark movie! Here’s what’s in store for this unforgettable evening:

Sounds of the Season
Stroll the streets with our enchanting Street Carolers, serenading you with your favorite holiday classics.

At 6pm, Patricia’s Boutique Windows “Come to Life” with festive surprises!

Brooksville Methodist Church will have a live Nativity scene and a petting zoo in the Brooksville Commons

Tree Lighting Spectacular
Join us for the official Tree Lighting Ceremony at 7 PM and watch downtown glow with holiday cheer! A special performance by the talented Live Oak Theatre will fill the air with seasonal joy.

Meet Santa Claus
The big man himself will be waiting to hear everyone’s Christmas wishes—don’t forget your camera!

Shop & Celebrate
Browse the Christmas Craft Market and check off your gift list at downtown shops open late. Find unique treasures and handmade goodies for everyone on your list.

Festive Flavors
Indulge in delicious bites from downtown restaurants and visiting food trucks serving up holiday-inspired treats.

A Magical Night to Remember
Come share in the holiday spirit with family and friends as we celebrate the most wonderful time of the year. This is a night you won’t want to miss!

Bundle up, bring your holiday cheer, and let’s make this a magical start to the season!

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Downtown Street Market
Nov
15

Downtown Street Market

Join us in honoring our nation’s heroes at a special edition of the monthly Downtown Street Market! Brooksville Main Street is proud to present the final market of 2025 with a Salute to Veterans, a heartfelt tribute celebrating the service and sacrifice of our military veterans. This patriotic street market will bring the community together for a day of appreciation, local shopping, and family-friendly activities.

Join us on Saturday, November 15th, 2025 from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a bustling marketplace filled with veteran-owned businesses, handmade crafts, specialty food trucks, and unique goods. Attendees will also have the opportunity to engage with veteran organizations and learn more about ways to support our military community.

This event is not only a celebration of their service but also a way for our community to come together in gratitude and support.

The Downtown Street Market is a family-friendly and pet-friendly event, so bring your loved ones—both two-legged and four-legged—for a day of fun and festivities while enjoying the welcoming atmosphere of historic downtown Brooksville

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Friday Night Live
Nov
14

Friday Night Live

The Friday Night Live Concert Series brings the community together for a night of family fun with live music, an artisan market, great food, and a full bar. The concert takes place in Hernando Park. The show begins at 6:30 PM and features local Florida talent.

Visit our Facebook page for more details or our event calendar for more information.

Band: Peace of Woodstock

Held on the 2nd Friday of the month (excluding summer months and December) from 6:30pm-9:30pm in downtown Brooksville.

Visit our Forms page for food, non-food and entertainment opportunities.

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9/11 Never Forget Mobile Exhibit
Nov
8
to Nov 9

9/11 Never Forget Mobile Exhibit

  • 115 North Main Street Brooksville, FL, 34601 United States (map)
  • Google Calendar ICS

Brooksville Main Street is honored to welcome back the powerful Tunnel to Towers Foundation 9/11 NEVER FORGET Mobile Exhibit to downtown Brooksville!

This moving experience offers a profound opportunity to remember the events of September 11, 2001, and pay tribute to the enduring sacrifices made by so many heroes.

Step inside this 83-foot tractor-trailer, transformed into an 1,100-square-foot mobile museum, and encounter poignant artifacts from Ground Zero, including World Trade Center steel and fragments from that fateful day.

Hear firsthand accounts from retired New York City Firefighters and first responders who were there, as they share their powerful experiences and memories.

The return of the Tunnel to Towers 9/11 NEVER FORGET Mobile Exhibit to Brooksville has been made possible through the generous support of Buick GMC Brooksville, Advent Health Dade City and Massage Envy Spring Hill Brooksville.

The exhibit will be open to the public on these dates:

 Saturday, November 8th: 10:00 AM – 4:30 PM
 Sunday, November 9th: 10:00 AM - 4:30 PM

Let us come together as a community to NEVER FORGET.

Learn more about the vital work of the Tunnel to Towers Foundation at T2T.org.

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Downtown Street Market
Oct
18

Downtown Street Market

Get ready to welcome Fall with a day of festive fun, delicious flavors, and local shopping at the Downtown Street Market! Brooksville Main Street is excited to host a special edition of the market featuring a Fall Festival and Chili Cook-Off, bringing the community together for a celebration of all things fall.

Join us on Saturday, October 18th, from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a lively marketplace filled with seasonal décor, handmade crafts, and specialty food vendors. Visitors can explore a variety of fall-themed treats, shop unique artisan goods, and enjoy festive activities for the whole family!

Chili Cook-Off Showdown! One of this month’s market highlights will be a fun Chili Cook-Off where local chefs and home cooks will compete for the title of Best Chili in Brooksville!

Attendees can sample a variety of chili recipes and vote for their favorite while enjoying entertainment and the warm, welcoming atmosphere of historic downtown.

CLICK HERE TO SIGN UP FOR THE CHILI COOK OFF

Guests can also enjoy music, kids' activities, and festive photo opportunities, making it a can’t-miss event for all ages.

The Downtown Street Market is a family-friendly and pet-friendly event, so bring your loved ones—both two-legged and four-legged—for a day of fun and festivities.

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Friday Night Live
Oct
10

Friday Night Live

The Friday Night Live Concert Series brings the community together for a night of family fun with live music, an artisan market, great food, and a full bar. The concert takes place in Hernando Park. The show begins at 6:30 PM and features local Florida talent.

Visit our Facebook page for more details or our event calendar for more information.

Band: The Night Bumpers

Held on the 2nd Friday of the month (excluding summer months and December) from 6:30pm-9:30pm in downtown Brooksville.

Visit our Forms page for food, non-food and entertainment opportunities.

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Downtown Street Market
Sep
20

Downtown Street Market

Step back in time and explore the artistry of handcrafted goods at the Downtown Street Market! This month, we’re bringing a special twist with the Vintage & Homemade Goods Market, where nostalgia meets creativity in a showcase of timeless treasures and artisan craftsmanship.

Join us on Saturday, September 20th, 2025, from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a vibrant marketplace filled with antique finds, repurposed goods, and one-of-a-kind handmade items. Shoppers will discover a curated selection of vintage décor, upcycled furniture, artisan crafts, and specialty foods, all while supporting local entrepreneurs and small businesses.

In addition to incredible shopping, guests can enjoy delicious food, and the welcoming atmosphere of Brooksville’s historic downtown district. Whether you're a collector, a lover of handmade goods, or simply looking for a fun way to spend a Saturday, this market is for you!

This event is family-friendly and pet-friendly. Bring your friends, bring your pets, and experience the magic of shopping local in downtown Brooksville.

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Friday Night Live
Sep
12

Friday Night Live

The Friday Night Live Concert Series brings the community together for a night of family fun with live music, an artisan market, great food, and a full bar. The concert takes place in Hernando Park. The show begins at 6:30 PM and features local Florida talent.

Visit our Facebook page for more details or our event calendar for more information.

Band: The Gaturz

Held on the 2nd Friday of the month (excluding summer months and December) from 6:30pm-9:30pm in downtown Brooksville.

Visit our Forms page for food, non-food and entertainment opportunities.

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Moonlight Movies
Aug
9

Moonlight Movies

Moonlight Movies is a fun, family event! Bring a blanket, a chair or both and enjoy the night time breeze while watching a movie at our Bandshell in gorgeous Hernando Park! The event is FREE to the public and includes FREE downtown parking and the opportunity to stroll throughout downtown enjoying restaurants, merchants, and retail stores!

There will also be food trucks, arts and crafts merchants and a few other surprises!

Movie: Willy Wonka and the Chocolate Factory (1971)

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The Keys to Christmas 2025 The Final Day!
Jul
25

The Keys to Christmas 2025 The Final Day!

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 15
Jul
24

The Keys to Christmas 2025 Day 15

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys To Christmas 2025 Day 14
Jul
23

The Keys To Christmas 2025 Day 14

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys To Christmas 2025 Day 13
Jul
22

The Keys To Christmas 2025 Day 13

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 12
Jul
21

The Keys to Christmas 2025 Day 12

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 11
Jul
18

The Keys to Christmas 2025 Day 11

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 10
Jul
17

The Keys to Christmas 2025 Day 10

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 9
Jul
16

The Keys to Christmas 2025 Day 9

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 8
Jul
15

The Keys to Christmas 2025 Day 8

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 7
Jul
14

The Keys to Christmas 2025 Day 7

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
Moonlight Movies
Jul
12

Moonlight Movies

Moonlight Movies is a fun, family event! Bring a blanket, a chair or both and enjoy the night time breeze while watching a movie at our Bandshell in gorgeous Hernando Park! The event is FREE to the public and includes FREE downtown parking and the opportunity to stroll throughout downtown enjoying restaurants, merchants, and retail stores!

There will also be food trucks, arts and crafts merchants and a few other surprises!

Movie: Moana 2

View Event →
The Keys to Christmas 2025 Day 6
Jul
11

The Keys to Christmas 2025 Day 6

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 5
Jul
10

The Keys to Christmas 2025 Day 5

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 4
Jul
9

The Keys to Christmas 2025 Day 4

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →
The Keys to Christmas 2025 Day 3
Jul
8

The Keys to Christmas 2025 Day 3

Tangerine Tinsel & Summer Sparkle is lighting up Downtown Brooksville this July — and guess what’s back?

The Keys to Christmas has returned with a sunny twist — just in time for our month-long celebration filled with festive vibes, community fun, and magical surprises!

July 4th – 24th

  • Clues hidden throughout Downtown Brooksville

  • New clues every weekday (Monday–Friday)

Join us for a summer scavenger hunt like no other! Hidden clues will lead you on an adventure through your favorite downtown spots — and if you solve them, you could win awesome prizes!

Whether you're chasing the clues solo or making it a family affair, it's the perfect way to explore, celebrate, and add a little sparkle to your summer.

Check out our Facebook Page for new clues daily, starting July 4th!

View Event →