Brooksville’s Downtown street market
2026 dates:
March 21st, 2026 - Youth Makers Market
April 18th, 2026 - Brooksville Bellflower Spring Market
May 16th, 2026 - Kentucky Derby Market
September 19th, 2026 - Welcome To Fall Market
October 17th, 2026 - Oktoberfest / Chili Cook-off Market
November 21st, 2026 Thankful / Friendsgiving
Brooksville’s Downtown Street Market is a small festival-like atmosphere where urban and rural communities connect and where locals support the brick and mortar shops and restaurants, farmers, bakers, producers, and artisans from all over Hernando County.
Here, you can not only shop for fresh produce, baked goods, seafood, cheese, and meat, but also stroll and shop in the downtown district while enjoying a delicious meal in the fabulous brick and mortar restaurants.
Held on the 3rd Saturday of the month (excluding summer months and December) from 10:00AM-2:00PM in Downtown Brooksville (Liberty St and S Brooksville Ave). Visit our Facebook page for more details or our event calendar for more information.
Visit our Forms page for food, non-food and entertainment opportunities.
March 21st, 2026
Youth Makers Market
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
April 18th, 2026
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!
May 16th, 2026
Kentucky Derby Market
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!
September 19th, 2026
Welcome to Fall Market
Experience the charm of historic downtown Brooksville like never before at the Downtown Street Market, where brick and mortar shops and restaurants, local artisans, food vendors, and small businesses come together to create a vibrant shopping experience! This month, we’re excited to introduce a special new feature – the Welcome To Fall Market!
Join us on Saturday, September 19th, 2026, from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a lively marketplace.
October 17th, 2026
Oktoberfest & Chili Cook-Off Market
Experience the charm of historic downtown Brooksville like never before at the Downtown Street Market, where brick and mortar shops and restaurants, local artisans, food vendors, and small businesses come together to create a vibrant shopping experience! This month, we’re excited to introduce a special new feature – the Oktoberfest & Chili Cook-Off Market!
Join us on Saturday, October 17th, 2026, from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a lively marketplace.
November 21st, 2025
Thankful/Friendsgiving Market
Experience the charm of historic downtown Brooksville like never before at the Downtown Street Market, where brick and mortar shops and restaurants, local artisans, food vendors, and small businesses come together to create a vibrant shopping experience! This month, we’re excited to introduce a special new feature – the Thankful/ Friendsgiving Market!
Join us on Saturday, November 21st, 2026, from 10:00 AM to 2:00 PM as S Brooksville Ave transforms into a lively marketplace.
