Festivals in Brooksville

Check out happening festivals events all around Brooksville, FL

Blues/Rock Revival Festival Brooksville

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

The Fancy Flea Brooksville

Sat, 01 Nov at 09:00 am 115 N Main St, Brooksville, FL 34601-2520, United States

Halloween & Fall Fest - Week 5 - 23rd Annual Brooksville Pumpkin Patch

Fri, 31 Oct at 04:00 pm Brooksville Pumpkin Patch

3rd Annual “Blues On The Hilltop” Music Festival

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

Downtown Street Market- November

Sat, 15 Nov at 10:00 am 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Christmas on Main- Tree Lighting and Festival

Sat, 06 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

Brooksville Food Trucks & Wine Festival

Sat, 13 Dec at 01:00 pm 21509 Snow Hill Road, Brooksville, FL

Brooksville Tangerine Festival

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

Friday Night Live- November 2025

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

Pumpkin Chuckin at the Brooksville Pumpkin Patch

Sat, 01 Nov at 01:00 pm Brooksville Pumpkin Patch

Gears & Gravy Edition of Send It Saturday Drift Festival

Sat, 08 Nov at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Fall Fest

Wed, 29 Oct at 06:00 pm 420 Howell Ave, Brooksville, FL, United States, Florida 34601

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

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

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

November Fall Festival (15 & 16)

Sat, 15 Nov at 10:00 am 19121 Phillips Rd, Masaryktown, FL

C10’s in the Swamp presented by LMC TRUCK

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

Brooksville Blues Revival Allman Tribute

Sat, 08 Nov at 12:00 am Sparacia Witherell Family Winery & Vineyards

Model Train Show & Sale

Sat, 22 Nov at 09:00 am Hernando County Fair Association.

Friendsgiving Fall Fest and Basket Donation Day

Sun, 16 Nov at 12:00 pm 7391 Lykes Dublin Rd, Brooksville, FL

Second Annual Sunshine Hootenanny Music & Art Festival

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

Welcome Back Songbird Festival

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

Stars, Stripes and Speed Fest - Veterans Patriotic Drag Race and Toys for Tots Kick-off

Sat, 15 Nov at 12:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Grove Market at Good Time on Small Business Saturday

Sat, 29 Nov at 02:00 pm Good Time

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

Country Line Dancing at Lead Foot City, Friday Nights

Fri, 31 Jan at 07:00 pm Lead Foot City USD 19

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

Tue, 16 Dec at 01:15 pm Downtown Brooksville

Floor it Friday Drag Racing Test-n-Tune at Lead Foot City

Fri, 10 Jan at 05:00 pm Lead Foot City USD 19

RC Drag Racing at Lead Foot City, Remote Control Cars Event

Fri, 14 Feb at 05:00 pm Lead Foot City USD 19

Lead Foot City STREET FEST, Auto Swap Meet, Drag Racing, Food Trucks

Sun, 09 Feb at 09:00 am Lead Foot City USD 13