Music events in Brooksville

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

Sat, 17 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA

USD 29 TO 45 ENTERTAINMENT

Huey Lewis Tribute Brooksville @Sparacia

Sat, 24 Oct at 07:00 pm Sparacia Witherell Family Winery & Vineyard

MUSIC

Bon Jovi Tribute Brooksville @Sparacia

Fri, 16 Oct at 07:00 pm Sparacia Witherell Family Winery & Vineyard

MUSIC

Brooksville Pumpkin Patch Festival

Sat, 17 Oct at 10:00 am 19121 Phillips Rd, Masaryktown, FL

FESTIVALS

Phantasy Floyd @ The Peacock Theater

Sun, 25 Oct at 05:00 pm The Peacock Theater

USD 19 TO 22 MUSIC

Friday Night Live- November 2026

Fri, 13 Nov at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

MUSIC

Human Clay & Collective Shine @ Sparacia Witherell Winery

Fri, 30 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 47 FITNESS

NYE Tangerine Ball Drop 2026

Thu, 31 Dec at 07:00 pm 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States

NEW-YEAR

Taste 4 Education- Battle of the Chickens

Sun, 01 Nov at 02:00 pm Marker 48 Brewing

MUSIC

Christmas on Main

Sat, 05 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

HOLIDAY

Brooksville Rock Blues Revival Festival

Sat, 14 Nov at 01:00 pm Sparacia Winery

FESTIVALS

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

Sat, 05 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

HOLIDAY

Bike Night 🏍️ at BVL Oyster Bar

Thu, 11 Jun 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

MUSIC

Borderline @ Marker 48

Sat, 03 Oct 12147 Cortez Blvd Brooksville, FL 34613 United States

MUSIC

Jeep Night 🚙 at BVL Oyster Bar (Presented by Southern 4x4)

Thu, 22 Oct at 06:00 pm 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

Sat, 28 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 47 FITNESS

2026 Tunnel to Towers Brooksville 5K Run & Walk

Sat, 21 Nov at 08:00 am 15 S Broad St, Brooksville, FL 34601-2830, United States

MARATHONS

Beer For My Horses - Toby Keith Tribute @ Sparacia Witherell Family Winery

Sat, 21 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 42 FITNESS

Tangerine Festival Car Show 2027

Sat, 06 Feb at 11:00 am Brooksville Courthouse Downtown

CAR-SHOWS

iHeritage Band @ Reggae Sundae

Sun, 15 Nov at 10:00 am Florida Sand Music Ranch

FREE FITNESS

Redfoot - Sammy Hagar Experience @ Sparacia Witherell Family Winery

Fri, 06 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 47 MEETUPS

The Sting Police @ Sparacia Witherell Family Winery (The Police Tribute)

Fri, 04 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 42 MEETUPS

Mama's Whoopie Pies at the Brooksville Tangerine Festival

Sat, 06 Feb at 11:00 am Downtown Brooksville

FESTIVALS

Merry Driftmas Holiday Drift Festival at Lead Foot City (Dec 19, 2026)

Sat, 19 Dec at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

FESTIVALS

Tangerine Festival

Sat, 06 Feb at 11:00 am 20 N Main St, Brooksville, FL 34601-2800, United States

FESTIVALS

Trunk-or-Treat at Deep South Family BBQ | Live Music | Pumpkin Painting | & More!

Fri, 30 Oct at 05:00 pm 7247 Cedar Ln, Brooksville, FL

MUSIC

Sounds Of Simon & Garfunkel @ Sparacia Witherell Family Winery

Fri, 11 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 47 FITNESS

LIVE MUSIC AT THE FARM ON THURSDAYS!

Thu, 01 Oct 19234 Lake Lindsay Rd,, Brooksville, FL, United States, Florida 34601

MUSIC

THURSDAY OPEN MIC AND ACOUSTIC SONG CIRCLE

Thu, 01 Oct 19234 Lake Lindsey Rd, Brooksville, FL 34601-4402, United States

FOOD-DRINKS

Fall Festival

Wed, 28 Oct at 06:00 pm 420 Howell Ave, Brooksville, FL, United States, Florida 34601

FESTIVALS

A Night at the Olive Grove

Sun, 08 Nov at 05:00 pm 15016 Rester Drive, Brooksville, FL, United States, Florida 34613

8th Annual Florida Cracker Christmas

Sat, 05 Dec at 06:00 pm Jack Daniel's Amphitheatre at Florida Cracker

USD 42 TO 286 FITNESS

Annual Fall Car, Truck & Jeep Show at Beef 'O' Brady's

Sun, 08 Nov at 10:00 am Beef 'O' Brady's (Horse Lake Rd)

ART

Free Open Mic Night in Brooksville | Music, Poetry, Comedy & More

Sat, 21 Nov at 05:00 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

ART

Deafstock Art & Music Festival

Thu, 18 Mar at 09:00 am Farm of Dreams Resort

MUSIC

Race packet Pick Up Buick GMC Brooksville

Fri, 20 Nov at 03:00 pm Buick GMC Brooksville

SPORTS

WRP Presents The Michael Allman Band

Fri, 13 Nov at 07:00 pm Sparacia Witherell Family Winery & Vineyards

USD 30 TO 47 FITNESS

Good Time

Sat, 24 Oct at 07:00 pm Good Time

Karaoke Night

Wed, 14 Oct at 05:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

KARAOKE

🍑 Wellness Wednesday | BOOTY BURN

Wed, 11 Nov at 06:00 pm 115 N. Main Street, Brooksville, FL, United States, Florida 34601

HEALTH-WELLNESS