Brooksville Music Events

Friday Night Live- November 2026

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

Human Clay & Collective Shine @ Sparacia Witherell Winery

Sparacia Witherell Family Winery & Vineyards 30 Oct 2026

Brooksville Rock Blues Revival Festival

Sparacia Winery 14 Nov 2026

Christmas on Main

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

NYE Tangerine Ball Drop 2026

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

Taste 4 Education- Battle of the Chickens

Marker 48 Brewing 1 Nov 2026

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

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

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards 28 Nov 2026

2026 Tunnel to Towers Brooksville 5K Run & Walk

15 S Broad St, Brooksville, FL 34601-2830, United States 21 Nov 2026

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

Sparacia Witherell Family Winery & Vineyards 21 Nov 2026

Bike Night 🏍️ at BVL Oyster Bar

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 11 Jun 2026

Grant Peeples & Sara Stovall Halloween Costume Contest Party

21509 Snow Hill Rd, Brooksville, FL 31 Oct 2026

Borderline @ Marker 48

12147 Cortez Blvd Brooksville, FL 34613 United States 3 Oct 2026

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

Sparacia Witherell Family Winery & Vineyards 4 Dec 2026

iHeritage Band @ Reggae Sundae

Florida Sand Music Ranch 15 Nov 2026

Redfoot - Sammy Hagar Experience @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards 6 Nov 2026

Sounds Of Simon & Garfunkel @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards 11 Dec 2026

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

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 22 Oct 2026

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

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 19 Dec 2026

Mama's Whoopie Pies at the Brooksville Tangerine Festival

Downtown Brooksville 6 Feb 2027

Tangerine Festival Car Show 2027

Brooksville Courthouse Downtown 6 Feb 2027

ROCK-O-WEEN At The ranch

The Crimson Sky Ranch 31 Oct 2026

Tangerine Festival

20 N Main St, Brooksville, FL 34601-2800, United States 6 Feb 2027

A Night at the Olive Grove

15016 Rester Drive, Brooksville, FL, United States, Florida 34613 8 Nov 2026

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

7247 Cedar Ln, Brooksville, FL 30 Oct 2026

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

Beef 'O' Brady's (Horse Lake Rd) 8 Nov 2026

8th Annual Florida Cracker Christmas

Jack Daniel's Amphitheatre at Florida Cracker 5 Dec 2026

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

9 N Georgia Ave, Brooksville, FL, United States, Florida 34601 21 Nov 2026

FRIDAY FRIDAY ( NEW DAY) OPEN MIC AND ACOUSTIC SONG CIRCLE

19234 Lake Lindsey Rd, Brooksville, FL 34601-4402, United States 15 Oct 2026

Music Under the Palms (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 27 Oct 2026

Deafstock Art & Music Festival

Farm of Dreams Resort 18 Mar 2027

NYE Brooksville Tangerine Drop

Brooksville Main Street 31 Dec 2026

Karaoke Night

5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604 28 Oct 2026

Race packet Pick Up Buick GMC Brooksville

Buick GMC Brooksville 20 Nov 2026

Celebrate the Joy of Christmas

475 North Avenue West, Brooksville, FL, United States, Florida 34601 20 Dec 2026

WRP Presents The Michael Allman Band

Sparacia Witherell Family Winery & Vineyards 13 Nov 2026

🍑 Wellness Wednesday | BOOTY BURN

115 N. Main Street, Brooksville, FL, United States, Florida 34601 11 Nov 2026

Christmas Party

7318 Sunshine Grove Rd., 34613 19 Dec 2026

Harvest Festival

7318 Sunshine Grove Rd., 34613 30 Oct 2026

4th Annual Car Show

Register Chevrolet, Inc. 14 Nov 2026

RIDE. HONOR. NEVER FORGET

Buick GMC Brooksville 21 Nov 2026

SOLO/LIVE MUSIC - Southern Hills Plantation Club - Brooksville, FL

Southern Hills Plantation Club 10 Dec 2026

At Broad Street Brewing

Broad Street Brewing Co. 14 Nov 2026