Upcoming Food & Drinks Events

Duran Duran & David Bowie Tribute Brooksville

 Sparacia Witherell Family Winery & Vineyard 20 Sep 2025
ENTERTAINMENT

Downtown Street Market- October

 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 18 Oct 2025
FESTIVALS

David Bowie/Duran Duran

 Sparacia Witherell Family Winery & Vineyards 20 Sep 2025
ENTERTAINMENT

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Upcoming Festivals Events

Hernando County Flea Fest

 5360 Lockhart Rd, Brooksville, FL 34602-7411, United States 27 Sep 2025
FLEA

Dowtown Street Market- September

 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 20 Sep 2025
SHOPPING

Week 3 - 23rd Annual Brooksville Pumpkin Patch

 Brooksville Pumpkin Patch 17 Oct 2025
ART

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Upcoming Live Music Events

Commodores in Brooks

 Cache Creek Casino Resort 27 Sep 2025
CONCERTS

Força de Pachamama with Chief Mapu Huni Kuin

 Brooksville Flordia 12 Sep 2025
CONCERTS

Friday Night Live- October 2025

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 10 Oct 2025
CONCERTS

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Upcoming Halloween Events

Sleepy Hollow Theme Tea Party

 309 S Main St, Brooksville, FL, United States, Florida 34601 18 Oct 2025
PARTIES

Sunset Moth & Glass Coffin Crafting Class ⚰️

 291 E Jefferson St, Brooksville, FL 34601-2699, United States 11 Oct 2025
WORKSHOPS

HarvestMoon Fun Farm Fright Nights

 15990 Stur St, Masaryktown, FL, United States, Florida 34604 4 Oct 2025
TRIPS-ADVENTURES

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Upcoming Car Shows Events

2025 Florida State Car Audio Finals Presented By Down4Sound

Hernando County Fairgrounds 27 Sep 2025
CONTESTS

Brooksville Tangerine Festival

 20 N Main St, Brooksville, FL 34601-2800, United States 7 Feb 2026
FESTIVALS

5th Annual MONSTER Fest Halloween Trunk-or-Treat Car Show, Drag Racing, Haunted Walk & Family Fun!

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 25 Oct 2025
TRUNK-OR-TREAT

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Upcoming Comedy Events

Troupe du Jour Comedy Night

 21030 Cortez Boulevard, Brooksville, FL, United States, Florida 34601 26 Sep 2025
COMEDY

Nick Griffin @ The Hardware Store

 The Hardware Store 18 Sep 2025
COMEDY USD 25

Dov Davidoff @ The Hardware Store

 The Hardware Store 13 Nov 2025
COMEDY USD 25

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Upcoming Pop-Ups Events

The Fancy Flea Brooksville

 115 N Main St, Brooksville, FL 34601-2520, United States 1 Nov 2025
FLEA

Twisted Oddities Pop Up Beetle Class

Citrus & Sage Bookshop 2 Oct 2025
WORKSHOPS

✨ Artisan Haven Expansion Grand Opening Weekend ✨

 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 16 Oct 2025
FOOD-DRINKS

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Upcoming Music Festivals Events

Ultimate Coldplay Tribute @ Sparacia Witherell Family Winery

 Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 10 Oct 2025
MUSIC USD 30 TO 47

Friday Night Live- November 2025

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 14 Nov 2025
MUSIC

Derina Harvey Band in Brooks

 Griffin Park School 26 Nov 2025
MUSIC

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Trending Events in Brooksville

Oktoberfest Dinner

 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604 27 Sep 2025
OKTOBERFEST

Marker 48 Brewing Annual Oktoberfest Featuring The Running of the Wieners

 12147 Cortez Blvd, Brooksville, FL 18 Oct 2025
MUSIC

Goth Prom Costume Party

 500 S Broad St., Brooksville, FL, United States, Florida 34601 25 Oct 2025
PARTIES

Colt Ford at Florida Cracker Kitchen

 Florida Cracker Kitchen 25 Oct 2025
CALENDAR

Lea Salonga in Brooks

 Cache Creek Casino Resort 3 Oct 2025
CONCERTS

BROTHERS AGAIN (featuring the music of The Allman Brothers Band) LIVE! @ The Sparacia Winery

 Sparacia Witherell Family Winery & Vineyard 8 Nov 2025
MUSIC

Christmas on Main- Tree Lighting and Festival

 20 N Main St, Brooksville, FL 34601-2800, United States 6 Dec 2025
CHRISTMAS-LIGHTS

Downtown Street Market- November

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 15 Nov 2025
FOOD-DRINKS

Blind Date with A Book Bar

 Citrus & Sage Bookshop 20 Sep 2025

Beyond the Apron Strings- Class 3 Bread & Butter

624 Erin Way Brooksville, FL 34601 25 Sep 2025
WORKSHOPS

Small Business Saturday

 Historic Downtown Brooksville, Florida 29 Nov 2025
SHOPPING

Family Sensory Christmas Celebration

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 19 Dec 2025
HOLIDAY

The American Stones @ Sparacia Witherell Winery (Rolling Stones Tribute)

 Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 22 Nov 2025
ENTERTAINMENT USD 30 TO 47

Twisted Oddities x Artisan Haven BVL Butterfly Crafting Night

 Artisan Haven BVL 27 Sep 2025
WORKSHOPS

Motown comes to Brooksville show/concert

 Sparacia Witherell Family Winery & Vineyard 11 Oct 2025
ENTERTAINMENT

More things to do in Brooksville

Food & Drinks
Festivals
Live Music
Halloween
Car Shows
Comedy
Pop-Ups
Oktoberfest
Music Festivals
Carnivals
Rodeo