Explore Brooksville

Happening Next in Brooksville

Upcoming Live Music Events

Friday Night Live- September 2026

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 11 Sep 2026
FOOD-DRINKS

Absolute Def Leppard @ Sparacia Witherell Family Winery

 Sparacia Witherell Family Winery & Vineyards 8 Aug 2026
MUSIC USD 30 TO 47

Dead & Experienced - The Days Between

 Sparacia Witherell Family Winery & Vineyards 1 Aug 2026
MUSIC USD 30 TO 47

View More Live Music Events

Upcoming Food & Drinks Events

NYE Tangerine Ball Drop 2026

 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 31 Dec 2026
NEW-YEAR

Christmas on Main

 20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026
CHRISTMAS

Mama's Whoopie Pies at Brooksville Main Street Christmas on Main

 20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026
CHRISTMAS

View More Food & Drinks Events

Upcoming Festivals Events

Halloween Howl & HCSO Safety Fun Fest

 20 S Main St, Brooksville, FL 34601, United States 24 Oct 2026
HALLOWEEN

Hernando County Hallow Glow Festival

5360 Lockhart Rd Brooksville, FL 34602 9 Oct 2026
FESTIVALS

Back to School Bash- August 2026

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 8 Aug 2026
BACK-TO-SCHOOL

View More Festivals Events

Upcoming Food Truck Festivals Events

Send It Saturday Drift Fest at Lead Foot City (Aug 22, 2026)

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 22 Aug 2026
FESTIVALS

Send It Saturday Drift Fest at Lead Foot City (Sep 12, 2026)

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 12 Sep 2026
FESTIVALS

Emotopia Music and Drift Fest at Lead Foot City (Oct 10, 2026)

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 10 Oct 2026
FESTIVALS

View More Food Truck Festivals Events

Trending Events in Brooksville

Speed Dating with an Author - The Romance Edition

 309 S Main St, Brooksville, FL, United States, Florida 34601 15 Aug 2026
ART

Tokyo Takeover of Lead Foot City - Anime Auto Con, Asian Drift Fest (Nov 7, 2026)

 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 7 Nov 2026
ANIME

Show Me the Money!

 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613 20 May 2026

Friday Night Live- November 2026

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 13 Nov 2026
MUSIC

Eagles Tribute

 Sparacia Witherell Family Winery & Vineyards 22 Aug 2026
MUSIC

Vendors Wanted- Brooksville Asian Night Market – Free Event, Family FUN

 Tom Varn Park 10 Oct 2026
FITNESS FREE

May-Stringer House GhostFest 2026 & Haunted House

 601 Museum Ct, Brooksville, FL, United States, Florida 34601 16 Oct 2026
HALLOWEEN

Yacht-A-Rock “Sounds of The Seas” @ Sparacia Witherell Family Winery

 Sparacia Witherell Family Winery & Vineyards 31 Jul 2026
MUSIC USD 30 TO 47

Cosplay Crawl

 291 E Jefferson St, Brooksville, FL 34601-2699, United States 22 Aug 2026
FOOD-DRINKS

Steely Dan & Peter Frampton Tributes @ Sparacia Witherell Family Winery

 Sparacia Witherell Family Winery & Vineyards 5 Sep 2026
FITNESS USD 30 TO 47

Huey Lewis Tribute Brooksville @Sparacia

 Sparacia Witherell Family Winery & Vineyard 24 Oct 2026
MUSIC

GNR RELOADED & SKIDD ROW @ SPARACIA WITHERELL FAMILY WINERY

 Sparacia Witherell Family Winery & Vineyards 18 Sep 2026
FITNESS USD 30 TO 47

Downtown Street Market- September 2026

 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 19 Sep 2026
FOOD-DRINKS

Friday Night Live- October 2026

 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 9 Oct 2026
CONCERTS

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

 Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 17 Oct 2026
FITNESS USD 29 TO 45
Browse by category

More things to do in Brooksville

Live Music
Food & Drinks
Festivals
Pop-Ups
Comedy
St. Patrick's Day
Speed Dating
Food Truck Festivals
Trick Or Treat
Music Festivals
Bonfire Night