Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

Commodores in Brooks

 Sat, 27 Sep at 08:00 pm Cache Creek Casino Resort

Santana/Grand Funk Tribute in Brooksville

 Sat, 06 Sep at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Sleepy Hollow Theme Tea Party

 Sat, 18 Oct at 07:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Lead Foot City Jeep Takeover

 Sat, 06 Sep at 03:00 pm Lead Foot City

Força de Pachamama with Chief Mapu Huni Kuin

 Fri, 12 Sep at 03:00 pm Brooksville Flordia

Duran Duran & David Bowie Tribute Brooksville

 Sat, 20 Sep at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Friday Night Live- October 2025

 Fri, 10 Oct at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

Goth Prom Costume Party

 Sat, 25 Oct at 09:00 pm 500 S Broad St., Brooksville, FL, United States, Florida 34601

Lea Salonga in Brooks

 Fri, 03 Oct at 09:00 pm Cache Creek Casino Resort

Brooksville Tangerine Festival

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

The Big Time Bankers PT.2 Live at Cortez Social & Venue

 Sat, 13 Sep at 07:00 pm 15440 Cortez Blvd, Brooksville, FL

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

Troupe du Jour Comedy Night

 Fri, 26 Sep at 07:30 pm 21030 Cortez Boulevard, Brooksville, FL, United States, Florida 34601

Rich Sheldon Live at Broad Street Brewing Co

 Fri, 12 Sep at 06:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Straight No Chaser in Brooks

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

Planet Duran & FAME Bowie - Sparacia Winery in Brooksville, FL

 Sat, 20 Sep at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Dueling Pianos (Member Event)

 Fri, 12 Sep at 06:30 pm 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

Friday Night Live- The Gaturz

 Fri, 12 Sep at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

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

 Sat, 25 Oct at 06:00 pm Jack Daniel's Amphitheatre at Florida Cracker

Nick Griffin @ The Hardware Store

 Thu, 18 Sep at 09:00 pm The Hardware Store USD 25

Ultimate Creed Tribute (Human Clay) @ Sparacia Witherell Family Winery

 Sat, 27 Sep at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Art & Oddities Night Market at Broad Street Brewing

 Sat, 11 Oct at 05:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Park Takeover: Movie Edition

 Fri, 19 Sep at 06:30 pm Tom Varn Park

Ultimate Coldplay Tribute @ Sparacia Witherell Family Winery

 Fri, 10 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

SOLD OUT! Paint your Pets at Citrus & Sage Bookshop Fundraiser for IHCUS Rescue!

 Fri, 26 Sep at 06:30 pm Citrus & Sage Bookshop

Model Train Show & Sale

 Sat, 13 Sep at 09:00 am Hernando County Fair Association., Broad Street, Brooksville, FL, USA

5th Annual MONSTER Fest Halloween Trunk-or-Treat Car Show, Drag Racing, Haunted Walk & Family Fun!

 Sat, 25 Oct at 04:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Halloween Howl & HCSO Safety Fun Fest

 Sat, 25 Oct at 04:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

Halloween Party

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

Friday Night Live- November 2025

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

The Snowball Shack Presents: Halloween Movie Night!

 Fri, 03 Oct at 06:30 pm 7298 Sunshine Grove Road, Brooksville, FL

Monthly Oyster Roast 🦪 at Florida Cracker Tap Room

 Sat, 06 Sep at 05:00 pm 962 E Jefferson St, Brooksville, FL, United States, Florida 34601

Florida's Adventure Coast Sip & Savor Celebration

 Fri, 24 Oct at 05:00 pm Legacy Lane Weddings

Derina Harvey Band in Brooks

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

Porsche Club Meet at Florida Cracker Tap Room

 Sat, 20 Sep at 05:30 pm 962 E Jefferson St, Brooksville, FL, United States, Florida 34601

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 14 Sep at 10:00 am Andrew Jackson Post 99

98 Degrees in Brooks

 Sat, 06 Sep at 08:00 pm Cache Creek Casino Resort

Rachel Duffen (FREE Live Music)

 Sat, 20 Sep at 05:00 pm 19121 Phillips Rd, Masaryktown, FL

Stick & Ditty at Broad Street Brewing Co. (Brooksville, FL) - 9/13/25

 Sat, 13 Sep at 06:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Christmas on Main- Tree Lighting and Festival

 Sat, 06 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

Dov Davidoff @ The Hardware Store

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

Moonborn Book Release Party with Author Sarah Moore

Sat, 25 Oct at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Beef 'O' Brady's Horse Lake Road Car, Truck & Jeep Show

 Sun, 07 Sep at 10:00 am Beef 'O' Brady's (Horse Lake Rd)

Wild West Cash Bash

 Sat, 04 Oct at 06:00 pm 13400 Montour St, Brooksville, FL 34613-6804, United States

Dottie Kelly & Rock The House Band - Masaryk Winery - Brooksville FL

 Sat, 06 Sep at 06:30 pm 19125 Phillips Rd, Brooksville, FL 34604-6952, United States

NYE Tangerine Ball Drop

 Wed, 31 Dec at 06:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Music under the Palms - September (Member Event)

 Tue, 30 Sep at 06:00 pm 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

Autostock Southern Showdown

 Sat, 04 Oct at 10:00 am Whitehead Farms

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

Family Sensory Christmas Celebration

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

sail inn

 Sat, 13 Sep at 02:00 pm Sail Inn

The Smiths, Morrissey, Joy Division, New Order Tribute - Brooksville

 Fri, 17 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

A Night in Prythian: Paint & Trivia Event at Citrus & Sage Bookshop in Brooksville with Sam!

 Sat, 15 Nov at 07:00 pm Citrus & Sage Bookshop

Monster Mash Book Bash

Wed, 29 Oct at 06:00 pm Citrus & Sage Bookshop

Teen Meet up- September

Thu, 18 Sep at 06:00 pm 624 Erin Way, Brooksville, FL 34601-3019, United States

Saturday, 9/13/25 - Fred and Michael at Prime 88 Fine Steaks & Wine - Brooksville - 6:30pm-9:30pm

 Sat, 13 Sep at 06:30 pm Prime88 - Fine Steaks & Wine

Sunday Funday w/ Violinist Andrew Polo

 Sun, 07 Sep at 02:00 pm 21509 Snow Hill Road, Brooksville, FL

Tourist Season Launch Party

 Tue, 23 Sep at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Dueling Pianos

 Sat, 22 Nov at 06:00 pm 2248 Culbreath Rd, Brooksville, FL, United States, Florida 34602

Francisco Ramos @ The Hardware Store

 Thu, 23 Oct at 06:30 pm The Hardware Store USD 25

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

 Sat, 06 Dec at 05:00 pm Brooksville Flordia

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

Dueling Pianos

Sat, 22 Nov at 06:00 pm 2248 Culbreath Rd, Brooksville, FL

3rd Annual “Blues On The Hilltop” Music Festival

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

Oktoberfest Dinner

 Sat, 27 Sep at 04:30 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

Teen Movie Night- Hocus Pocus

 Thu, 16 Oct at 07:30 pm 624 Erin Way, Brooksville, FL 34601-3019, United States

Second Annual Sunshine Hootenanny Music & Art Festival

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Hernando Audubon Meeting: "The Florida Wildlife Corridor: What It Means for Florida"

 Thu, 25 Sep at 07:00 pm 131 S. Main St., Brooksville, FL

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 26 Oct at 10:00 am Andrew Jackson Post 99

Damon Fowler - Sparacia Witherell Family Winery & Vineyards, Brooksville, FL

 Sat, 08 Nov at 04:00 pm Sparacia Witherell Family Winery & Vineyard

Saturday, 10/11/25 - Fred and Michael at Prime 88 Fine Steaks & Wine - Brooksville - 6:30pm-9:30pm

 Sat, 11 Oct at 06:30 pm Prime88 - Fine Steaks & Wine

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

Brimstone Midnight Release Party

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Beyond the Apron Strings- Class 5 Canning

Sun, 19 Oct at 03:00 pm 624 Erin Way Brooksville, FL 34601

Marker 48 Brewing Annual Oktoberfest Featuring The Running of the Wieners

 Sat, 18 Oct at 02:00 pm 12147 Cortez Blvd, Brooksville, FL

Danny Gokey in Brooksville

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

Paint Party Fundraiser for The Arc Nature Coast!!

 Sun, 07 Sep at 03:00 pm Marker 48 Brewing

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

 Tue, 16 Dec at 01:15 pm Downtown Brooksville