Pre-Parade Christmas Block Party
2025-12-12 17:30 - 19:00 UTC | Downtown Brandon

City of Brandon | Christmas Parade 2025
2025-12-12 19:00 - 23:00 UTC

Galentine's 2026 | WDDT
2026-02-07 17:30 - 19:30 UTC
February Wine Down Downtown Winter Tasting
Celebrate winter in the heart of Downtown Brandon with this special seasonal edition of Wine Down Downtown on February 7. This festive evening follows the familiar and much-loved tasting format, with a cozy winter twist.
Ticket holders will check in to receive a commemorative tasting cup, then stroll through downtown Brandon while sipping and shopping inside participating retail locations. Along the way, guests will enjoy live music, extended shopping hours, and a welcoming winter atmosphere as our community comes together to celebrate local flavor and downtown charm.
Each participating stop will feature a 2-oz tasting, showcasing a curated lineup of wines paired with Brandon-inspired specialty cocktails, crafted in partnership with local businesses. Your ticket guarantees access to all featured tastings throughout the evening.
Featured Wine & Cocktail Pairings

The Blush Leopard | Wine + The Downtown Magnolia

The Glossary | Wine + The Rankin Revival

The Beach Look | Wine + The Old Rail Line

Southern Sweetness | Wine + Football Friday’s

Surprise Location | The Mary Ann Sparkle Cocktail

Ticket holders will also enjoy a free scoop of ice cream at Flying Dolly’s, making this a sweet addition to an already memorable evening.
This event includes 4 wines and 4 Brandon-history-themed cocktails and is designed to celebrate community, local businesses, and winter nights done right. A ticket is required to taste, but guests without tasting tickets are welcome to shop, dine, and enjoy the downtown festivities.
We can’t wait to raise a glass with you safely and in style on February 7.
🎟 Tickets:https://www.simpletix.com/e/february-wine-down-cocktail-tasting-tickets-255787

King & Queen of Hearts Poker Run 2026
2026-02-07 17:30 - 19:30 UTC
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.

Spring Spritzer 2026 | WDDT
2026-03-19 17:30 - 19:30 UTC
Wine Down Downtown: Spring Spritzer
Welcome spring with a refreshing evening in Downtown Brandon at Wine Down Downtown: Spring Spritzer on March 19. This seasonal tasting event is designed to celebrate warmer weather, longer days, and the return of patio-perfect pours.
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.
For guests who prefer spirits, a Bourbon Add-On Ticket is available and includes 4 hand-selected bourbons, offering a bold contrast to the crisp spring wine selections.
Whether you’re toasting the start of spring or simply looking for a fun night out with friends, Wine Down Downtown: Spring Spritzer is the perfect way to celebrate the season in Downtown Brandon.
Event Highlights

8 wine tastings

2 featured sangrias

Optional Bourbon Add-On with 4 bourbons

Downtown shopping, socializing, and extended store hours

Must have a ticket to taste. Guests without tasting tickets are welcome to shop, dine, and enjoy the downtown atmosphere throughout the evening.

Crawfish Crawl 5k | 2026
2026-04-18 08:00 - 17:00 UTC
Crawfish Crawl 5K & Downtown Festival
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 (walk, run, jog, stroll) through the downtown commercial and residential district, followed by a lively post-race festival filled with music, food, and fun.
The 5K race begins at 8:00 AM, with the Kids Fun Run starting at 9:00 AM, making it a great event for runners of all ages and experience levels. After crossing the finish line, participants and spectators are invited to stick around and enjoy the Post-Race Festival from 10:00 AM to 2:00 PM.
The festival will feature live music from the Patrick Harkins Band, with Chad Perry keeping the energy high at the finish line and Logan Hogue performing inside Mudbugs along the race route. Downtown businesses will be buzzing, creating a fun and welcoming atmosphere for the entire community.
Whether you’re running, cheering, or just coming for the festival vibes, the Crawfish Crawl is the perfect way to celebrate spring in Downtown Brandon.
Following the race, the party continues with the Crawfish Crawl Post-Race Fundraiser, featuring tickets for 2 pounds of crawfish with corn, potatoes, and access to the drink plate, all benefiting Brandon Main Street. Ticket holders can enjoy live music, crawfish races, cold beverages, and a lively downtown atmosphere while gathering with friends and family. The festival also includes local art pop-ups, live painting, live crawfish races you can bet on, games on TV, and a high-energy crowd that makes this one of Brandon’s most anticipated spring events. Whether you’re racing, cheering, or coming just for the crawfish, Crawfish Crawl 2026 promises a full day of food, music, and community fun in the heart of downtown Brandon.

Rose’, Rosas, and Roses 2026 | WDDT
2026-05-08 17:30 - 19:30 UTC
Wine Down Downtown: Rosé, Rosas & Roses
Join Brandon Main Street on May 8 for a vibrant spring edition of Wine Down Downtown celebrating Mother’s Day, Cinco de Mayo, and the Kentucky Derby, all wrapped into one stylish evening in Downtown Brandon.
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.
For bourbon lovers, a Kentucky Bourbon Tasting add-on ticket will be available, adding a Derby-inspired twist to the evening.
Whether you’re toasting moms, celebrating with friends, or simply embracing springtime vibes, Rosé, Rosas & Roses is a charming way to wine down downtown.
Must have a ticket to taste. Guests without tasting tickets are welcome to shop, dine, and enjoy the downtown festivities throughout the evening.

Back to School Ducks in a Row 2026 | WDDT
2026-08-07 17:30 - 19:30 UTC
Wine Down Downtown: Back to School – Ducks in a Row
Join Brandon Main Street on August 7 for a back-to-school edition of Wine Down Downtown, celebrating fresh starts, full calendars, and finally getting all the ducks in a row.
This end-of-summer evening invites guests to relax and recharge with 8 curated wine tastings while sipping, shopping, and strolling through Downtown Brandon. Participating shops will offer extended hours, creating a lighthearted, walkable atmosphere perfect for reconnecting with friends and unwinding before the school year kicks into full gear.
Whether you’re celebrating new routines, a new school year, or simply ready for a well-earned night out, Wine Down Downtown: Back to School – Ducks in a Row is the perfect way to toast the season.
Event Highlights

8 wine tastings

Downtown shopping and strolling

Extended store hours

Back-to-school themed atmosphere

Must have a ticket to taste. Guests without tasting tickets are welcome to shop, dine, and enjoy the downtown atmosphere throughout the evening.
🎟 Tickets:[Insert ticket link]

Go Pink – Witches’ Night Out 2026 | WDDT
2026-10-29 17:30 - 20:00 (America/Chicago)
Wine Down Downtown: Go Pink – Witches’ Night Out
Join Brandon Main Street on October 29 as Wine Down Downtown returns with a spirited, Halloween-themed evening that blends fun, flair, and a meaningful cause.
This special Go Pink: Witches’ Night Out edition supports breast cancer awareness while inviting guests to sip, shop, and stroll through Downtown Brandon enjoying 8 curated wine tastings. Festive décor will set the scene, costumes are encouraged, and the atmosphere is upbeat, playful, and adults-only.
The night leads into the ultimate late-night stop at The Gallows for Galloween, an adult Halloween celebration complete with a costume contest to end the evening in spooky style.
For bourbon lovers, a Bourbon Add-On Ticket will be available and includes 4 hand-selected bourbons, adding a bold twist to the night’s tastings.
Grab your witches’ crew, dress in pink with a touch of costume flair, and join us on Main Street for a hauntingly fun night out that celebrates community, awareness, and a great cause.
Event Highlights

8 wine tastings

Bourbon Add-On with 4 bourbons

Costumes encouraged

Go Pink for breast cancer awareness

Galloween after-party with costume contest

Must have a ticket to taste. Guests without tasting tickets are welcome to shop, dine, and enjoy the downtown atmosphere throughout the evening.
🎟 Tickets:[Insert ticket link]

Friendsgiving 2026 | WDDT
2026-11-19 17:30 - 19:30 UTC
Wine Down Downtown: Friendsgiving
Join Brandon Main Street on November 19 as Wine Down Downtown returns with a cozy Friendsgiving theme, an evening made for gathering, gratitude, and good company in Downtown Brandon.
Guests will sip, shop, and stroll through participating downtown businesses while enjoying 8 festive tastings, featuring 4 curated wines and 4 warm mulled wine ciders, perfect for cooler November evenings. Extended store hours and a relaxed, fall-inspired atmosphere create the ideal setting to slow down and enjoy the season.
Whether you’re catching up with friends, taking a break from holiday prep, or kicking off the season of gratitude, Wine Down Downtown: Friendsgiving is a welcoming way to raise a glass and celebrate together.
Event Highlights

4 wines

4 mulled wine ciders

8 total tastings

Downtown shopping and strolling

Extended store hours and fall ambiance

Must have a ticket to taste. Guests without tasting tickets are welcome to shop, dine, and enjoy the downtown atmosphere throughout the evening.
🎟 Tickets:[Insert ticket link]
