Upcoming Halloween Events

Sleepy Hollow Theme Tea Party

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

Trunk or Treat with a Firefighter

 17240 Cortez Blvd, Brooksville, FL, United States, Florida 34601 17 Oct 2025
HALLOWEEN

Annual Trunk or Treat

 13470 Chambord St, Brooksville, FL, United States, Florida 34613 18 Oct 2025
HALLOWEEN

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Upcoming Live Music Events

Motown comes to Brooksville show/concert

 Sparacia Witherell Family Winery & Vineyard 11 Oct 2025
ENTERTAINMENT

Friday Night Live- October 2025

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

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Upcoming Festivals Events

Downtown Street Market- October

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

Tokyo Takeover Drift Fest at Lead Foot City

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 11 Oct 2025
FESTIVALS

Beasley Farms Fall Festival & Pumpkin Patch 🎃

 10137 Preston Road, Brooksville, FL, United States, Florida 34601 25 Oct 2025
PUMPKIN-PATCH

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Upcoming Food & Drinks Events

3rd Annual EBA Road to the Finals

 Hernando County Fair Grounds 7 Nov 2025
KIDS

Marker 48 Brewing Annual Oktoberfest Featuring The Running of the Wieners

 12147 Cortez Blvd, Brooksville, FL 18 Oct 2025
DOG

Week 3 - 23rd Annual Brooksville Pumpkin Patch

 Brooksville Pumpkin Patch 17 Oct 2025
ART

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Upcoming Trunk Or Treat Events

TRUNK OR TREAT

Edison Ink & Company 25 Oct 2025
TRUNK-OR-TREAT

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

Trunk or Treat

 7411 Cortez Oaks Blvd, Brooksville, FL, United States, Florida 34613 23 Oct 2025
TRUNK-OR-TREAT

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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

Pop-up Charm Bar + Workshop

 Citrus & Sage Bookshop 14 Nov 2025
POP-UPS

✨ 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 Comedy Events

Spooky Spectacular Fall Festival

 Chinsegut Conservation Center 18 Oct 2025
FESTIVALS

Dov Davidoff @ The Hardware Store

 The Hardware Store 13 Nov 2025
COMEDY USD 25

Francisco Ramos @ The Hardware Store

 The Hardware Store 23 Oct 2025
COMEDY USD 25

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Upcoming Trick Or Treat Events

Trick or Treating at the Brooksville Pumpkin Patch

 Brooksville Pumpkin Patch 31 Oct 2025
PUMPKIN-PATCH

Trick Or Treat Carnival

 725 Desoto Ave 31 Oct 2025
TRICK-OR-TREAT FREE

Halloween Howl & HCSO Safety Fun Fest

 20 N Main St, Brooksville, FL 34601-2800, United States 25 Oct 2025
HALLOWEEN

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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

Blues/Rock Revival Festival Brooksville

 Sparacia Witherell Family Winery & Vineyard 8 Nov 2025
MUSIC

3rd Annual “Blues On The Hilltop” Music Festival

 Sparacia Witherell Family Winery & Vineyards 15 Nov 2025
MUSIC-FESTIVALS USD 25 TO 53

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Trending Events in Brooksville

Trick or Treat - Halloween Carnival

 725 Desoto Ave, Brooksville, FL 34601-2813, United States 31 Oct 2025
HALLOWEEN

Halloween Carnival

 725 Desoto Ave, Brooksville, FL 34601-2813, United States 31 Oct 2025
HALLOWEEN

Goth Prom Costume Party

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

Motowners Tribute Concert

 Sparacia Witherell Family Winery & Vineyards 11 Oct 2025
MUSIC

Downtown Street Market- November

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

Haunted Hernando History Tour

 20 N Main St, Brooksville, FL 34601-2800, United States 16 Oct 2025
ART

Sunset Moth & Glass Coffin Crafting Class ⚰️

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

Halloween & Fall Fest - Week 5 - 23rd Annual Brooksville Pumpkin Patch

 Brooksville Pumpkin Patch 31 Oct 2025
FESTIVALS

Family Sensory Christmas Celebration

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

👻 Spooky Bingo Night + Costume Contest 🎃

 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 24 Oct 2025
BINGO

Brooksville Tangerine Festival

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

Art & Oddities Night Market at Broad Street Brewing

 291 East Jefferson street , Brooksville, FL, United States, Florida 34601 11 Oct 2025
NIGHT-MARKETS

TRIBUTE TO DOKKEN - INTO THE FIRE

 Sparacia Witherell Family Winery & Vineyards 20 Dec 2025
MUSIC USD 30 TO 47

Straight No Chaser in Brooks

 Cache Creek Casino Resort Event Center 21 Nov 2025
CONCERTS

Colt Ford & The Lacs - Florida Cracker Dirt Road Anthem Concert in Brooksville

 Jack Daniel's Amphitheatre at Florida Cracker 25 Oct 2025
CONCERTS

More things to do in Brooksville

Halloween
Live Music
Festivals
Food & Drinks
Trunk Or Treat
Pop-Ups
Carnivals
Comedy
Trick Or Treat
Music Festivals
Bonfire Night
Thanksgiving
Fireworks
Christmas Light Displays
New Year
Christmas Markets & Fairs
Christmas Wreath Workshops
Christmas Services
Christmas Carols
Christmas Parades
Day Of The Dead