Upcoming Brooksville Events

Check out what's happening 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

Journey and Styx Tribute comes to Brooksville

 Sat, 07 Mar at 06:00 pm The Crimson Sky Ranch

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

Mardi-Crawl Jeep Fest at Lead Foot City: Offroad Trail, Music, Food

 Sat, 28 Feb at 12:00 pm Lead Foot City USD 126,272

Jimmy Buffett Tribute

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

Rev, White and Brew Drift Fest at Lead Foot City (July 4, 2026)

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

Sumter Swap Meets in Brooksville FL

 Sun, 01 Mar at 07:30 am 5360 Lockhart Rd, Brooksville, FL

Friday Night Live- April 2026

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

Friday Night Live- March 2026

 Fri, 13 Mar at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

2026 Taste 4 Education Battle of the Burger!

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

Downtown Street Market- April 2026

 Sat, 18 Apr at 10:00 am 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States

The Jewels & Crowns Gala

 Sat, 04 Apr at 06:30 pm The Hardware Store

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

Mardis Crawl at Lead Foot City

 Sat, 28 Feb at 12:00 pm Lead Foot City

Croom 50m/50k/16m Fools Run

 Sat, 04 Apr at 06:00 am Tucker Hill

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

 Thu, 12 Mar at 07:00 pm Hernando County Fairgrounds USD 83 to 85

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

Cloverdrive Irish Drift Festival at Lead Foot City 2-9PM

 Sat, 14 Mar at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Downtown Street Market- March 2026

 Sat, 21 Mar at 10:00 am 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States

Downtown Street Market- May 2026

 Sat, 16 May at 10:00 am 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States

Send It Saturday Drift Fest at Lead Foot City (Aug 22, 2026)

 Sat, 22 Aug at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Friday the 13th / St Patricks Day Weekend Specials

 Fri, 13 Mar at 12:00 pm 19211 Cortez Blvd, 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

2nd Annual Community Car Show

 Sat, 14 Mar at 12:00 pm Hernando County Fairgrounds

JJ Grey & Mofro

 Fri, 01 May at 07:00 pm Jack Daniel's Amphitheatre at Florida Cracker

Tauren Wells

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

2026 Hernando County Bump2Baby Expo

 Sat, 21 Mar at 10:00 am Jerome Brown Community Center

Tauren Wells at Grace World Outreach Church

 Fri, 08 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

Friday Night Live- May 2026

 Fri, 08 May at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

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

MOON OVER CROOM 21M, 14M, 7M Trail Run

 Sat, 06 Jun at 05:30 pm Tucker Hill

🌙🐦‍⬛ The Raven's Harvest Market

 Sat, 09 May at 05:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Hernando County Flea Fest

 Sat, 21 Mar at 10:00 am 5360 Lockhart Rd, Brooksville, FL 34602-7411, United States

Welcome Back Songbirds Festival

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

Build A Buddy @ Chick-Fil-A

 Sat, 28 Mar at 10:00 am 13143 Cortez Blvd USD 25

Cirque Ma'Ceo at Hernando County Fair Association

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

Ultimate Prince Experience @ Sparacia Witherell Winery (Revolution 5677)

 Fri, 15 May at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 29 to 45

No Prep Drag Racing at Lead Foot City

Sat, 21 Mar at 04:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Spring Break Camp

 Mon, 16 Mar at 08:00 am Jerome Brown Pl, Brooksville, FL 34601, United States

Long Play Trail Race - LP 33.3M, Half Marathon, 6K

 Sat, 07 Mar at 07:00 am Ridge Manor Trailhead

The Raven's Harvest Market

 Sun, 22 Mar at 10:00 am 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Women of Rock & One Hot Minute at Sparacia Whitherell Vineyard

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

St. Puppy's Day 2026

 Sun, 22 Mar at 11:00 am Marker 48 Brewing

SPRING 🌼 BEATS

Fri, 24 Apr at 05:00 pm 16159 Wiscon Rd, Brooksville, FL 34602

$3.14 Pizzas on Pi Day (3.14) 🍕🔥

 Sat, 14 Mar at 11:00 am Smokin' Oak Wood-Fired Pizza & Taproom - Brooksville, FL (Brooksville, FL)

Easter Market at Hinkley’s Farm

 Sat, 04 Apr at 10:00 am Hinkley's Farm Stand

Bonsai & Brews at Broad Street Brewing Co. | Brooksville

 Sun, 22 Mar at 02:00 pm 291 E Jefferson St, Brooksville, FL 34601-2699, United States

EG Kight with Greg Nagy

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

Brooksville Farmers Market at Central Florida Beef

 Sat, 07 Mar at 09:00 am 605 E Jefferson Street, Brooksville, FL

Friday 13th Flash Tattoo Event ($31 tattoos)

 Fri, 13 Mar at 12:00 pm 18612 Cortez Blvd, Brooksville, FL

Comedy Night

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

FAMILY NIGHT! Quarters Up! Bingo

 Thu, 05 Mar at 06:00 pm 10360 Atlanta Ave, Weeki Wachee, FL

Welcome Back Songbirds Festival

 Sat, 21 Mar at 08:00 am Chinsegut Conservation Center

Disc Golf Pro Tour: Supreme Flight Open

 Thu, 26 Feb at 07:00 pm Olympus Disc Golf Course

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

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

Homesteading Monthly Meetup

 Sat, 07 Mar at 09:00 am 18085 Citrus Way, Brooksville, FL 34614-0826, United States

Paint Night at Citrus & Sage Bookshop!

 Fri, 13 Mar at 06:00 pm Citrus & Sage Bookshop

Made of Steel

 Sat, 16 May at 09:00 am Hernando County Fairgrounds

Foggy Longbritches Folk Festival

Fri, 06 Mar at 03:00 pm Sparacia Witherrell Family Winery. 21509 Snow Hill Road, Brooksville, FL

Show Me the Money!

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

🥎Spring Opening Ceremony 💜 TIME TBD

 Sat, 28 Feb at 10:00 am 301 Darby Lane, Brooksville, FL

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

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

Pedal Play Day

 Sat, 11 Apr at 10:00 am 28 Russell St, Brooksville, FL 34601-3704, United States

“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

SOLD OUT - Spring Equinox Starfall - Paint Night in Prythian at Citrus & Sage Bookshop

 Sat, 21 Mar at 07:00 pm Citrus & Sage Bookshop

Sparacia Witherell Family Winery & Vineyard

Sun, 15 Mar at 01:30 pm Sparacia Witherell Family Winery & Vineyard

Leprechaun Hunt (Member Event)

 Mon, 02 Mar at 11:00 am 4200 Summit View Dr, Brooksville, FL, United States, Florida 34601

Knee-High Naturalists (3-5 years old)

 Thu, 12 Mar at 10:00 am Chinsegut Conservation Center

Queen of Hearts

 Mon, 02 Mar at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

BINGO at American Legion Post 186!

 Tue, 03 Mar at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Paint with Alpacas

 Sat, 28 Mar at 11:00 am Guardian Angel Alpacas USD 47

FAMU Annual Farm Fest

 Sat, 16 May at 10:00 am Chinsegut Hill Historic Site

Berry Bash Craft Market

 Sat, 11 Apr at 10:00 am 19121 Phillips Rd, Masaryktown, FL

Celeste Fenton: Author Q&A and Book Signing

 Sat, 04 Apr at 10:00 am 309 S Main St, Brooksville, FL, United States, Florida 34601

🎯 Tuesday Night Darts at Post 186

 Tue, 03 Mar at 05:30 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Brooksville Matters- March 2026

 Wed, 04 Mar at 07:30 am The Bistro

City of Stars and Light

 Sat, 28 Feb at 07:00 pm 13009 Cortez Blvd., Brooksville, FL 34613

Full 🌕 Moon Ride

 Tue, 03 Mar at 05:00 pm Croom- Withlacoochee State Forest

Bike Night 🏍️ at BVL Oyster Bar

 Thu, 12 Mar at 06:00 pm 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

🎉 Artisan Haven Turns ONE! 🎉

 Sat, 02 May at 10:00 am 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Cinderella

 Fri, 13 Mar at 07:30 pm 21030 Cortez Boulevard, Brooksville, FL, United States, Florida 34601

March Craft Market

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

Murder She Wrote: a thriller bookclub

 Wed, 15 Apr at 07:00 pm 309 S Main St, Brooksville, FL

Bonnie Inmon Black History Poster & Essay Contest 2 pm

 Sat, 28 Feb at 05:00 pm Ebenezer Baptist Church

Beginner Archery

 Sat, 28 Mar at 10:00 am Chinsegut Conservation Center

Ivory & Sage Book Fair

Sat, 28 Mar at 10:00 am 624 Erin Way Brooksville FL 34601

For the Love of Bass

 Sat, 21 Mar at 07:00 pm Hernando County Fairgrounds
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