Entertainment events in Brooksville

Check out happening entertainment events all around Brooksville, FL

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

Made of Steel Show 2026 - Presented by Down4Sound

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

Journey Styx Tribute

 Sat, 07 Mar at 06:00 pm Crimson Sky Ranch, Phillips Road, Brooksville, FL, USA

Bear and Robert at Foggy Longbritches Folk Festival

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

Majesty of Rock debuts at The Crimson Sky Ranch

 Sat, 07 Mar at 06:00 pm The Crimson Sky Ranch 18733 Phillips Rd, Brooksville, FL 34604

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

41st Annual Art In The Park

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

JJ Grey & Mofro at Florida Cracker Kitchen

 Sat, 02 May at 06:00 pm Florida Cracker Kitchen

Jimmy Buffett Tribute

 Sat, 28 Feb at 07:00 pm Sparacia Witherell Family Winery & Vineyards

2026 Taste 4 Education Battle of the Burger!

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

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 - Drag Racing, Burnouts, Car Truck Bike Meet at Lead Foot City (Feb 13th, 5:30-10pm)

 Fri, 06 Mar at 05:30 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

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

Bike Fest & Floor It Friday - Drag Racing, Motorcycle Stunts, Burnouts, Car Truck Bike Meet

 Fri, 27 Mar at 05:30 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Ultimate Rush @ Sparacia Witherell Family Winery

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

Tauren Wells

 Thu, 07 May at 07:00 pm Grace World Outreach Church

Lead Foot Fiesta Drifting Fest May 2nd at Lead Foot City

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

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

“The Losers Of Laughter Tour” @ Sparacia Witherell Family Winery

 Fri, 10 Apr at 06:30 pm Sparacia Witherell Family Winery & Vineyards USD 25 to 42

Welcome Back Songbirds Festival

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

Cirque Ma'Ceo at Hernando County Fair Association

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

Women of Rock & One Hot Minute at Sparacia Whitherell Vineyard

 Fri, 27 Mar at 07:00 pm Sparacia Witherell Family Winery & Vineyard

EG Kight with Greg Nagy

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

Comedy Night

 Sat, 14 Mar at 06:30 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

Us2 -The Elite Tribute to U2 @ Sparacia Witherell Family Winery

 Sat, 04 Apr at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Show Me the Money!

 Wed, 04 Mar at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

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

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

“LIVE & LOCAL” - Hair Of The Dog, Bad Luck Penny, Scott & Molly Fish

 Fri, 17 Apr at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 23

Ed Hildreth Live at Marker 48 Brewing

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

“LIVE & LOCAL” - BLUES & JAZZ NIGHT @ SPARACIA WITHERELL WINERY

 Sat, 23 May at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 21

March Craft Market

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

FREE LIVE MUSIC- The Silver Tones

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

Ed Hildreth Live at Florida Cracker Cook Shack

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

Oddities Bingo at Broad Street Brewing Co

 Wed, 11 Mar at 07:00 pm Broad Street Brewing Co.

Round Two Twisted Oddities x Traveling Art Parties Paint Class

 Fri, 27 Mar at 07:00 pm Haggard Coffee & Oddities

Dead All Over - The Days Between

 Sat, 01 Aug at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Bridgerton Paint & Sip Tea Party at Citrus & Sage Bookshop!

Fri, 01 May at 06:00 pm Citrus & Sage Bookshop

The Orange Blossom: 2026 Ladies' Member-Guest

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

Ed Hildreth Live at Marker 48 Brewing

 Sun, 19 Apr at 02:30 pm Marker 48 Brewing

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

BINGO! Lucy Score "Mistakes Were Made" Themed

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

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, 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

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

 Sat, 28 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

Julie Black Duo

 Sat, 16 May at 07:00 pm 21509 Snow Hill Rd, Brooksville, Fl

Good Time

 Sat, 25 Apr at 07:00 pm Good Time

Rite of the Starling Midnight Release Party

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

Fury Bound Midnight Release Party

 Mon, 04 May at 09:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Frost Films Ribbon Cutting

 Wed, 20 May at 12:00 pm Greater Hernando County Chamber of Commerce