Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

Motown comes to Brooksville show/concert

 Sat, 11 Oct at 07:00 pm Sparacia Witherell Family Winery & Vineyard

SOLD OUT: Sleepy Hollow Theme Tea Party

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

Goth Prom Costume Party

 Sat, 25 Oct at 08:00 pm 500 S Broad St., Brooksville, FL, United States, Florida 34601

Marker 48 Brewing Annual Oktoberfest Featuring The Running of the Wieners

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

Straight No Chaser in Brooks

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

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

Friday Night Live- October 2025

 Fri, 10 Oct at 06:30 pm 205 E. Fort Dade Ave., 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

Lea Salonga in Brooks

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

Blues/Rock Revival Festival Brooksville

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

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

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

Derina Harvey Band in Brooks

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

Family Sensory Christmas Celebration

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

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

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

Brooksville Tangerine Festival

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

TRIBUTE TO DOKKEN - INTO THE FIRE

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

3rd Annual “Blues On The Hilltop” Music Festival

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

Live Music at the Post!

Sat, 04 Oct at 06:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Colt Ford at Florida Cracker Kitchen

 Sat, 25 Oct at 06:00 pm Florida Cracker Kitchen

Friday Night Live- November 2025

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

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

Halloween Howl & HCSO Safety Fun Fest

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

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

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

Sandal Key Fall Festival

 Sat, 18 Oct at 10:00 am 10318 Whitehurst St, Brooksville, FL 34613-3910, United States

Autostock Southern Showdown

 Sat, 04 Oct at 10:00 am Whitehead Farms

TRUCKS & TASTES EVENT

 Thu, 09 Oct at 06:30 pm The Hardware Store,115 N. Main Street, Brooksville, Florida

Dueling Pianos

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

The Second Annual South BooVille Avenue Halloween Stroll

 Sat, 25 Oct at 04:00 pm Brooksville water tower

Open Mic at Broad Street Brewing

Wed, 08 Oct at 06:30 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Victorian Crow Party - 2nd Annual! 🐦‍⬛

 Sat, 04 Oct at 06:00 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

Florida's Adventure Coast Sip & Savor Celebration

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

Karaoke @ The Golf Club!

 Thu, 09 Oct at 05:00 pm High Point Golf Club

Market at Marker 48

Sun, 12 Oct at 01:00 pm 12147 Cortez Blvd, Brooksville, FL

Wild West Cash Bash

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

FUN SIZE BARS II: The ReBLOODening

 Sat, 25 Oct at 06:00 pm Broad Street Brewing Co.

Monthly Oyster Roast 🦪 at Florida Cracker Tap Room

 Sat, 04 Oct at 05:00 pm 962 E Jefferson St, Brooksville, FL, United States, Florida 34601

Dov Davidoff @ The Hardware Store

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

Tommy Keys and the Barrelhouse Boys

 Sat, 04 Oct at 12:00 am 19125 Phillips Road, Masaryktown, FL, United States, Florida

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Colt Ford & The Lacs

 Fri, 24 Oct Jack Daniel's Amphitheatre at Florida Cracker

Mutt Masquerade Halloween Party & Pet Costume Contest

 Fri, 31 Oct at 07:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

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

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

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

Monster Mash Book Bash

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

Halloween Party

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

The Snowball Shack Halloween Party

 Fri, 24 Oct at 05:00 pm 7298 Sunshine Grove Road, Brooksville, FL

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

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

Teen Movie Night- Hocus Pocus

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

Twisted Oddities & Traveling Art Parties Mandalas & Moths!

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

Stick & Ditty at Broad Street Brewing Co. (Brooksville, FL) - 10/24/25

 Fri, 24 Oct at 06:00 pm Broad Street Brewing Co.

NYE Tangerine Ball Drop

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

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

Dueling Pianos

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

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

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

Meet and Greet at Southern Showdown

Sat, 04 Oct at 11:00 am Whitehead Farms

Second Annual Sunshine Hootenanny Music & Art Festival

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

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Marker 48 Brewing 10 Year Anniversary Celebration Week!!!

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

Beyond the Apron Strings- Class 5 Canning

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

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

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

 Tue, 16 Dec at 01:15 pm Downtown Brooksville