Wine Down
Downtown
Wine Down Downtown is a signature Brandon Main Street experience that invites guests to sip, shop, and stroll through Downtown Brandon during select evenings throughout the year. With a tasting ticket, guests check in to receive a commemorative cup, then enjoy curated wine, cocktail, or spirit tastings inside participating downtown retail shops and restaurants.
Each Wine Down Downtown highlights local businesses, specialty beverage selections, and seasonal themes while creating a relaxed, social atmosphere with live or easy-listening music and extended shopping hours. Downtown restaurants and bars offer food, full menus, and additional beverage options for those who wish to dine before, during, or after the event.
Whether you’re a longtime local or first-time visitor, Wine Down Downtown is a fun, walkable way to experience Brandon’s Main Street while supporting local businesses and community vitality.
cups sponsored
042 wine + spirits
March 19
Spring Spritzer
Celebrate the arrival of spring at Wine
Down Downtown on March 19 with a light, refreshing
Spring Spritzer theme in the heart of Downtown
Brandon. Guests will enjoy 8 curated wine tastings,
including 2 wines featured as seasonal sangrias,
served while you sip and stroll through participating
downtown shops.
This laid-back evening invites guests to shop,
socialize, and enjoy extended store hours in a
walkable, welcoming atmosphere. For those who
prefer spirits, a Bourbon Add-On Ticket will feature 4
hand-selected bourbons, offering a bold contrast to
the crisp spring pours. Whether you’re welcoming
warmer weather or just looking for a fun night out,
Wine Down Downtown: Spring Spritzers is the
perfect way to toast the season.
May 8
Rose’, Rosas and Roses Theme
Join Brandon Main Street on May 8 for
a festive spring edition of Wine Down Downtown
celebrating Mother’s Day, Cinco de Mayo, and the
Kentucky Derby—all wrapped into one stylish
evening. This themed tasting will feature 8 wines
across 4 downtown locations, with 4 of the wines
served as refreshing mimosa-style pours, perfect for
a warm May night.
Guests will sip, stroll, and shop while enjoying
downtown Brandon’s welcoming atmosphere,
seasonal décor, and extended store hours. 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 leaning into rosé season,
Rosé, Rosas & Roses is a charming way to wine down
downtown.
October 29
Go Pink: Witches Night Out
Wine Down Downtown returns on
October 29 with a spirited, Halloween-themed
evening that blends fun, flair, and a meaningful cause.
Guests are encouraged to Go Pink for a Witches’
Night Out supporting breast cancer awareness while
enjoying 8 curated wine tastings as they sip, shop,
and stroll through Downtown Brandon.
The night will feature festive décor, costumes
encouraged, and an upbeat, adults-only atmosphere
leading 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, featuring 4
hand-selected bourbons. Grab your witches’ crew,
dress in pink and costume flair, and join us for a
hauntingly fun night out on Main Street.
celebrating with friends, or leaning into rosé season,
Rosé, Rosas & Roses is a charming way to wine down
downtown.
November 19
Friendsgiving
Wine Down Downtown returns on
November 19 with a cozy Friendsgiving theme—an evening made for gathering, gratitude, and good
company in Downtown Brandon. Guests will enjoy 8
festive tastings, featuring 4 wines and 4 warm,
mulled wine ciders, perfect for sipping as the weather
turns cooler.
Sip, shop, and stroll through participating downtown
businesses while enjoying extended store hours and
a relaxed, fall-inspired atmosphere. Whether you’re
catching up with friends or kicking off the holiday
season, this Friendsgiving edition of Wine Down
Downtown is the perfect way to slow down, raise a
glass, and give thanks together.
4 Wines + 4 Mulled Wine Ciders (total 8 wines)
