Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

Brooksville Tangerine Festival

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

Hernando County Blueberry Festival

 Fri, 08 May at 06:00 pm 5360 Lockhart Road, Brooksville, FL 34602-7411

41st Annual Art In The Park

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

Brooksville Tangerine Festival

 Sat, 07 Feb at 04:00 am Downtown Brooksville

Made of Steel Show 2026 - Presented by Down4Sound

 Fri, 15 May at 05:00 pm 6436 Broad St 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

Bear and Robert at Foggy Longbritches Folk Festival

 Fri, 06 Mar at 10:00 am Sparacia Witherell Family Winery & Vineyard

Arena Rock Tribute in Brooksville @Sparacia

 Sat, 14 Feb at 07:00 pm Sparacia Witherell Family Winery & Vineyard

An Intimate Evening with JJ Grey & Mofro

 Sat, 02 May at 06:00 pm Jack Daniel's Amphitheatre at Florida Cracker USD 47 to 229

41st Annual Art In The Park

 Sat, 14 Mar at 05:00 am Tom Varn Park

UltimateFloyd - Pink Floyd Tribute @ Sparacia Witherell Family Winery

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

Floor It Friday Feb 13th Drag Racing, Burnouts, Car Meet & More!

 Fri, 13 Feb at 05:30 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

2026 Taste 4 Education Battle of the Burger!

 Sun, 12 Apr at 02:00 pm Marker 48 Brewing

C10’s in the Swamp presented by LMC TRUCK

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

Eric Clapton Ultimate Tribute - Chris Shutters Plays Clapton

 Fri, 13 Feb at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Mama's Whoopie Pies at the Tangerine Festival in Downtown Brooksville, FL

 Sat, 07 Feb at 11:00 am Historic Downtown Brooksville, Florida

Ultimate Rush @ Sparacia Witherell Family Winery

 Sat, 11 Apr at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Ultimate Poison Tribute - “Shot Of Poison”

 Fri, 20 Feb at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Red Scorpion 4x4 Garage Grand Open Party

 Sat, 07 Feb at 10:00 am Suncoast Golf Carts

Speedster Easter Drifting Festival at Lead Foot City April 4TH

 Sat, 04 Apr at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Cirque Ma'Ceo at Hernando County Fair Association

 Fri, 13 Mar at 07:00 pm Hernando County Fair Association

Red Not Chili Peppers, #1 Touring Tribute Band for the Red Hot Chili Peppers!

Fri, 06 Feb at 06:30 pm 12147 Cortez Blvd, Brooksville, FL

Send It Saturday Drifting Fest at Lead Foot City June 6th

 Sat, 06 Jun at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Welcome Back Songbirds Festival

 Fri, 20 Mar at 05:00 pm Chinsegut Conservation Center

Valentine's Date Night!!! HANDPRINT ART

 Fri, 13 Feb at 06:00 pm Marker 48 Brewing

Ed Hildreth Live at Florida Cracker Cook Shack

 Sat, 28 Feb at 05:30 pm Florida Cracker Cook Shack & Mercantile

2nd Annual - Slammin With Swain presented by U.S. Amps

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

DEUCES✌🏻🍻Broad Street Brewing Co’s 2nd Anniversary Party!🍻

 Sat, 14 Mar at 02:00 pm 291 East Jefferson street, Brooksville, FL

EG Kight with Greg Nagy

 Sat, 07 Mar at 06:30 pm 19125 Phillips Road, Masaryktown, FL, United States, Florida

Troupe Du Jour Family Friendly Comedy Variety Show

 Fri, 13 Feb at 07:30 pm The Live Oak Theatre

Florida Americana Music Festival

Thu, 05 Feb at 05:00 pm Sparacia Witherell Family Winery & Vineyard

🌶️ Farm Fresh Salsa Class w/ Canned by Jess

 Sat, 14 Feb at 02:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Valentine's Day Dinner (Member Event)

 Sat, 14 Feb at 05:30 pm 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

Shadow and Spirit Experience

 Thu, 19 Feb at 04:00 pm Brooksville USD 1,137

Ed Hildreth Live at Marker 48 Brewing

 Sun, 01 Mar at 02:30 pm Marker 48 Brewing

Hops, Hearts, & Homes Adoption Event/ Pop-Up Market!

 Sat, 07 Feb at 10:00 am 291 East Jefferson street, Brooksville, FL

Florida Americana Music Festival

Thu, 05 Feb at 11:15 am Brooksville Flordia

Sunday Funday w/ Violinist Andrew Polo

 Sun, 01 Feb at 02:00 pm 21509 Snow Hill Road, Brooksville, FL

The Inconceivables Rock the Tangerine Festival!

 Sat, 07 Feb at 12:00 pm Brooksville Courthouse Downtown

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

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

SOLD OUT: BINGO!

 Wed, 11 Feb at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Grant Peeples Mullet Guitar Pull

 Thu, 05 Feb at 06:00 pm 21509 Snow Hill Rd, Brooksville, FL

Valentines Weekend Craft Show

 Fri, 13 Feb at 04:00 pm 19121 Phillips Rd, Masaryktown, FL

FREE LIVE MUSIC- The Silver Tones

 Sat, 28 Feb at 05:00 pm 19121 Phillips Rd, Masaryktown, FL

March Craft Market

 Sat, 14 Mar at 10:00 am 19121 Phillips Rd, Masaryktown, FL

Oddity Bingo at Haggard Coffee and Oddities

 Fri, 20 Feb at 07:00 pm 635 W Fort Dade Ave Brooksville, FL

The Orange Blossom: 2026 Ladies' Member-Guest

 Fri, 17 Apr at 09:00 am 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 22 Mar at 10:00 am Andrew Jackson Post 99

Blake Country - Ultimate Blake Shelton Tribute @ Sparacia Witherell Winery

 Sat, 09 May at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 22 Feb at 10:00 am Andrew Jackson Post 99

Ed Hildreth Live at Broad Street Brewing (Brooksville FL)

 Fri, 03 Apr at 06:00 pm 291 E Jefferson St, Brooksville, FL 34601-2699, United States

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Stitchen Party

 Thu, 26 Feb at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

A GLO Tea Party

 Tue, 10 Feb at 03:00 pm 947 W Jefferson St., Brooksville, FL, United States, Florida 34601

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 24 May at 10:00 am Andrew Jackson Post 99

Rite of the Starling Midnight Release Party

 Mon, 06 Apr at 09:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

2PM Band In Concert!

 Sun, 08 Feb at 02:30 pm 21509 Snow Hill Rd, Brooksville, FL

Valentine’s Day Dinner

 Sat, 14 Feb at 06:00 pm 1740 East Jefferson Street, Brooksville, FL 34601

Brooksville Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

 Sun, 01 Feb Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 10

Variety Show

 Sat, 21 Feb at 05:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

Dinner & Bingo Night

 Wed, 18 Feb at 05:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604