Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

Hernando County Blueberry Festival

 Fri, 08 May at 06:00 pm Florida Classic Park

Brooksville Tangerine Festival

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

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

Made of Steel Show 2026 - Presented by Down4Sound

 Fri, 15 May at 05:00 pm 6436 Broad St Brooksville, FL, 34601

41st Annual Art In The Park

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

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

UltimateFloyd - Pink Floyd Tribute @ Sparacia Witherell Family Winery

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

Music Night at Stable Faith Cowboy Church

 Fri, 30 Jan at 07:00 pm 12077 Broad Street , Brooksville, FL, United States, Florida 34601

Ultimate Rush @ Sparacia Witherell Family Winery

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

Florida Americana Music Festival

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

Floor It Friday Jan 9th Drag Racing, Burnouts, Car Meet & More!

 Fri, 09 Jan at 05:30 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Matchbox Thomas - Matchbox20 & Rob Thomas Tribute

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

Florida Americana Music Festival

Thu, 05 Feb at 11:15 am Brooksville Flordia

2nd Annual - Slammin With Swain

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

Hearth Band - FREE Live Music

 Sat, 10 Jan at 05:00 pm 19121 Phillips Rd, Masaryktown, FL

Twisted Oddities & Traveling Art Parties Mandalas & Moths!

 Wed, 28 Jan at 06:00 pm Artisan Haven BVL

Red Scorpion 4x4 Garage Grand Open Party

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

The Silver Tones - FREE Live Music

 Sat, 24 Jan at 06:30 pm 19121 Phillips Rd, Masaryktown, FL

Hobbit Door Wreath Workshop - Celebrating 25 years of LOTR Movies at Citrus & Sage Bookshop

 Sat, 10 Jan at 07:00 pm Citrus & Sage Bookshop

SOLD OUT BINGO!

 Wed, 14 Jan at 06:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Skattered Rock Band - Free Live Music

 Sat, 31 Jan at 05:00 pm 19121 Phillips Rd, Masaryktown, FL

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

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

Troupe Du Jour Family Friendly Comedy Variety Show

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

Ed Hildreth Live at Florida Cracker Cook Shack

 Sat, 31 Jan at 05:30 pm Florida Cracker Cook Shack & Mercantile

Eric Clapton Ultimate Tribute - Chris Shutters Plays Clapton

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

Floor It Friday Jan 16th Drag Racing, Burnouts, Car Meet & More! at Lead Foot City

 Fri, 16 Jan at 05:30 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

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

Shadow and Spirit Experience

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

Jimmy Buffet Night

 Sat, 17 Jan at 05:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

Saturday, 1/10 - Fred Chandler and Michael at Prime 88 - Brooksville 6:30pm-9:30pm

 Sat, 10 Jan at 06:30 pm Prime88 - Fine Steaks & Wine

SEASON 1: BROOKSVILLE IDOL AT BSBC🪩🎤

 Wed, 07 Jan at 06:00 pm 291 East Jefferson street, Brooksville, FL

Fox Fam Jam

Fri, 10 Apr at 09:00 am Brooksville Flordia

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

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 11 Jan at 10:00 am Andrew Jackson Post 99

First Annual Winter Recital!

 Sat, 17 Jan at 05:00 pm 13422 Chambord St, Brooksville, FL

Grant Peeples Mullet Guitar Pull

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

Variety Show

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

Brooksville Tangerine Festival

 Sat, 07 Feb at 04:00 am Downtown Brooksville

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

Winter Fest Craft Fair

 Sat, 17 Jan at 10:00 am 19121 Phillips Rd, Masaryktown, FL

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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

2026 Blind Draw Tournament (Member Event)

 Sat, 17 Jan at 08:00 am 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

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

 Thu, 08 Jan 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

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

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