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Each stop will feature a 2-oz tasting, with a curated lineup of wines and Brandon-inspired specialty cocktails crafted in partnership with local businesses. Your ticket guarantees access to all featured tastings throughout the evening.
King & Queen of Hearts Poker Run
Join Brandon Main Street on February 7 for the King & Queen of Hearts Poker Run, a free, come-and-go style event that brings a little friendly competition to Downtown Brandon.
From 11:00 AM to 5:00 PM, participants can visit 7 participating downtown retail shops and restaurants, drawing one playing card at each stop. Once you’ve completed your route, turn in your best poker hand at the Brandon Main Street office located at 143 W Government Street anytime between 12:00 PM and 5:00 PM.
There’s no charge to play, making this a fun and easy way to explore downtown, support local businesses, and enjoy the day at your own pace. Whether you’re playing to win or just in it for the stroll, the King & Queen of Hearts Poker Run is a great way to experience Downtown Brandon.
Guests will sip and stroll through participating downtown shops while enjoying 8 curated wine tastings, including 2 wines featured as light, seasonal sangrias. The walkable downtown setting creates the perfect atmosphere to shop, socialize, and enjoy extended store hours in a relaxed, welcoming environment.
Join us for one of Brandon’s most anticipated spring events, the Crawfish Crawl 5K, returning to Downtown Brandon on Saturday, April 18, 2026. This family-friendly morning kicks off with a scenic 5K through the downtown commercial and residential district, followed by a lively post-race festival filled with music, food, and fun.
This themed tasting event will feature 8 curated wines across 4 downtown locations, with 4 wines served as refreshing mimosa-style pours, perfect for a warm May night and the start of rosé season. Guests are invited to sip and stroll through participating shops while enjoying seasonal décor, extended store hours, and Downtown Brandon’s welcoming atmosphere.
Christmas in July is Coming to Downtown Brandon! Saturday, July 18 | Shops Open at 10:00 AM Deck the halls... in your flip flops! Downtown Brandon is swapping snowflakes for sunshine as 7 participating retailers roll out exclusive deals, festive fun, and holiday cheer — all in the middle of summer. How It Works Grab […]
Join us Friday, August 7 from 6:00–9:00PM for 042 Nights: Back to School Bash. This free community celebration will be packed with everything that makes Brandon special: • Live music • Local shopping • Farmers & market vendors • Restaurants serving up great food • Fun photo opportunities • Activities for kids and families • […]
