Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

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

 Sat, 08 Nov at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Blues/Rock Revival Festival Brooksville

 Sat, 08 Nov at 02:00 pm Sparacia Witherell Family Winery & Vineyard

Straight No Chaser in Brooks

 Fri, 21 Nov at 08:00 pm Cache Creek Casino Resort Event Center

Halloween Party & Adoption Event

Fri, 31 Oct at 05:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

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

 Sat, 22 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Loomis Bros. Circus 2025 Fall Edition- Brooksville, FL

 Fri, 31 Oct at 07:30 pm Hernando County Fairgrounds USD 10 to 34

3rd Annual “Blues On The Hilltop” Music Festival

 Sat, 15 Nov at 12:00 pm Sparacia Witherell Family Winery & Vineyards USD 25 to 53

Halloween Party & Costume Contest @ Sparacia Witherell Family Winery

 Fri, 31 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyard

Family Sensory Christmas Celebration

 Fri, 19 Dec at 05:00 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

TRIBUTE TO DOKKEN - INTO THE FIRE

 Sat, 20 Dec at 07:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Dov Davidoff @ The Hardware Store

 Thu, 13 Nov at 06:30 pm The Hardware Store USD 25

Brooksville Tangerine Festival

 Sat, 07 Feb at 11:00 am 20 N Main St, Brooksville, FL 34601-2800, United States

Derina Harvey Band in Brooks

 Wed, 26 Nov at 07:30 pm Griffin Park School

Red Elvises

 Sun, 09 Nov at 06:00 pm The Olive Grove USD 11

Friday Night Live- November 2025

 Fri, 14 Nov at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

Pre Race Packet Pick Up

Fri, 07 Nov at 03:00 pm Buick GMC Brooksville

Music Night at Stable Faith Cowboy Church

 Fri, 28 Nov at 07:00 pm 12077 Broad Street , Brooksville, FL, United States, Florida 34601

Monthly Oyster Roast 🦪 at Florida Cracker Tap Room

 Sat, 01 Nov at 05:00 pm 962 E Jefferson St, Brooksville, FL, United States, Florida 34601

WINTER BEATS

 Fri, 05 Dec at 07:00 pm 16159 Wiscon Rd, Brooksville FL 34601

Music Night at Stable Faith Cowboy Church

 Fri, 31 Oct at 07:00 pm 12077 Broad Street, Brooksville, FL

Sunday Funday w/ Violinist Andrew Polo

 Sun, 02 Nov at 02:00 pm 21509 Snow Hill Road, Brooksville, FL

No Prep Drag Racing - Turkeys at the Track

 Sat, 22 Nov at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Damon Fowler - The 2nd annual Brooksville Blues Revival Festival, Brooksville, FL

 Sat, 08 Nov at 05:00 pm Sparacia Witherell Family Winery & Vineyard

Art & Oddities Night Market at Broad Street Brewing

Sat, 08 Nov at 05:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

 Sat, 29 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Matchbox Thomas - Matchbox20 & Rob Thomas Tribute

 Sat, 10 Jan at 04:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

C10’s in the Swamp presented by LMC TRUCK

 Fri, 13 Mar at 08:00 am Florida Classic Park

NYE Tangerine Ball Drop

 Wed, 31 Dec at 07:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Twisted Oddities & Traveling Art Parties Mandalas & Moths!

 Sat, 22 Nov at 06:00 pm Artisan Haven BVL

Brooksville Blues Revival Allman Tribute

 Sat, 08 Nov at 12:00 am Sparacia Witherell Family Winery & Vineyards

UltimateFloyd - Pink Floyd Tribute @ Sparacia Witherell Family Winery

 Sat, 25 Apr at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

2nd Annual - Slammin With Swain

 Sat, 07 Feb at 10:00 am Hernando County Fairgrounds

Halloween Party

 Fri, 31 Oct at 06:00 pm 624 Erin Way, Brooksville, FL 34601-3019, United States

Duke by Jessica Peterson Release Party

 Mon, 01 Dec at 07:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Paint your Pet Fundraiser Round Two for the USA Ibizan Rescue!

 Fri, 20 Feb at 05:30 pm Citrus & Sage Bookshop

Love Story - Tribute To: Taylor Swift @ Sparacia Witherell Family Winery

 Fri, 05 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

41st Annual Art In The Park

 Sat, 14 Mar at 10:00 am Tom Varn Park

Brimstone Midnight Release Party

 Mon, 17 Nov at 09:00 pm 309 S Main St, Brooksville, FL

✨🎶 Natalie Grant & Danny Gokey LIVE in Brooksville! 🎶✨

 Sat, 06 Dec at 05:00 pm Brooksville Flordia

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 23 Nov at 10:00 am Andrew Jackson Post 99

METALLICA TRIBUTE - MEDAL MILITIA with the amazing band MAXIMUM FRICTION

 Fri, 14 Nov at 06:30 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Fostering Hope Florida Christmas Dance Fitness Fundraiser

 Sat, 13 Dec at 03:00 pm Dibaile Dance School USD 5 to 13

Second Annual Sunshine Hootenanny Music & Art Festival

 Thu, 13 Nov at 04:20 pm Florida Sand Music Ranch USD 0 to 1,842

Dueling Pianos

 Sat, 29 Nov at 06:00 pm Farm of Dreams Resort

Supporting Chip at The Sail Inn Brooksville

Sat, 01 Nov at 01:00 pm Sail Inn

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 28 Dec at 10:00 am Andrew Jackson Post 99

Stone Tampa Pilots & Trust & Love - Pearl Jam Tribute @ Sparacia Witherell

 Fri, 30 Jan at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Pints and Paints! Beetlejuice Christmas! First Drink Included!

 Wed, 12 Nov at 06:00 pm Broad Street Brewing Co.

Marker 48 Brewing 10 Year Anniversary Celebration Week!!!

 Mon, 10 Nov at 06:00 pm 12147 Cortez Blvd, Brooksville, FL

EMS SPRING BLUEGRASS FEST 2026

 Thu, 26 Mar at 10:00 am Florida Sand Music Ranch, Myers Road, Brooksville, FL, USA USD 59 to 513

Danny Gokey in Brooksville

 Sat, 06 Dec at 05:00 pm Grace World Outreach Church

Vendor Market every Friday Night at Lead Foot City

 Fri, 08 Aug at 06:00 pm Lead Foot City USD 172,189

Food Truck Rally every Friday Night at Lead Foot City

 Fri, 08 Aug at 06:00 pm Lead Foot City USD 172,189

Hernando County Art/Poetry/Punk/Hip-Hop/Hardcore Fest

 Tue, 16 Dec at 01:15 pm Downtown Brooksville

Dueling Pianos

 Sat, 22 Nov at 05:30 pm 2248 Culbreath Rd, Brooksville, FL, United States, Florida 34602

Borderline @ Marker 48

 Fri, 21 Nov at 06:30 pm 12147 Cortez Blvd, Brooksville, FL 34613-5551, United States