Festivals in Brooksville

Check out happening festivals events all around Brooksville, FL

Downtown Street Market- October

 Sat, 18 Oct at 10:00 am 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Tokyo Takeover Drift Fest at Lead Foot City

 Sat, 11 Oct at 06:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Week 3 - 23rd Annual Brooksville Pumpkin Patch

 Fri, 17 Oct at 02:00 pm Brooksville Pumpkin Patch

Beasley Farms Fall Festival & Pumpkin Patch 🎃

 Sat, 25 Oct at 10:00 am 10137 Preston Road, Brooksville, FL, United States, Florida 34601

Christmas on Main- Tree Lighting and Festival

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

The Fancy Flea Brooksville

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

Blues/Rock Revival Festival Brooksville

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

Ultimate Coldplay Tribute @ Sparacia Witherell Family Winery

 Fri, 10 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Downtown Street Market- November

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

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

 Fri, 31 Oct at 02:00 pm Brooksville Pumpkin Patch

Spooky Spectacular Fall Festival

 Sat, 18 Oct at 09:00 am Chinsegut Conservation Center

Art & Oddities Night Market at Broad Street Brewing

 Sat, 11 Oct at 05:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Brooksville Tangerine Festival

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

3rd Annual “Blues On The Hilltop” Music Festival

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

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

Brooksville Food Trucks & Wine Festival

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

Halloween Howl & HCSO Safety Fun Fest

 Sat, 25 Oct at 04:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States

5th Annual MONSTER Fest Halloween Trunk-or-Treat Car Show, Drag Racing, Haunted Walk & Family Fun!

 Sat, 25 Oct at 04:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Sandal Key Fall Festival

 Sat, 18 Oct at 10:00 am 10318 Whitehurst St, Brooksville, FL 34613-3910, United States

Autostock Southern Showdown

 Sat, 04 Oct at 10:00 am Whitehead Farms

Beasley Farm’s Fall Festival & Pumpkin Patch!

Sat, 11 Oct at 10:00 am 10137 Preston Road, Brooksville, FL

The Second Annual South BooVille Avenue Halloween Stroll

 Sat, 25 Oct at 04:00 pm Brooksville water tower

Week 4 - 23rd Annual Brooksville Pumpkin Patch

 Fri, 24 Oct at 02:00 pm Brooksville Pumpkin Patch

Florida's Adventure Coast Sip & Savor Celebration

 Fri, 24 Oct at 05:00 pm Legacy Lane Weddings

Beasley Farm Fall Festival and Pumpkin Patch 🎃

 Sat, 18 Oct at 10:00 am 10137 Preston Road, Brooksville, FL, United States, Florida 34601

Rockstar Lobster🦞 at Sparacia Winery

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

Downtown Street Market- October

 Sat, 18 Oct at 05:00 am 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Duck, Duck, JEEP (motorcycles and other vehicles welcome!) at the Brooksville Pumpkin Patch

 Sat, 18 Oct at 09:30 am Brooksville Pumpkin Patch

SAVE THE DATE - SAFETY & FUN FEST 2025 - HCSO & BROOKSVILLE MAIN STREET

 Sat, 25 Oct at 04:00 pm 205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States

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

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

Monster Mash Book Bash

Wed, 29 Oct at 06:00 pm Citrus & Sage Bookshop

Natalie Grant & Danny Gokey - Celebrate Christmas Tour // Brooksville, FL

 Sat, 06 Dec at 05:00 pm Grace World Outreach Church

Brooksville Christmas on Main

 Sat, 06 Dec at 03:00 pm Brooksville Fla

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

Welcome Back Songbird Festival

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

Friendsgiving Fall Fest and Basket Donation Day

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

NYE Tangerine Ball Drop

 Wed, 31 Dec at 07:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Cousins Maine Lobster🦞 at Brooksville : 2025 October Pumpkin Patch Festival

 Sun, 12 Oct at 10:00 am 10137 Preston Rd, Brooksville, FL 34601

Model Train Show & Sale

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

Second Annual Sunshine Hootenanny Music & Art Festival

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

Brooksville Fall Festival!

 Wed, 22 Oct at 02:00 pm 835 School St, Brooksville, FL 34601-4006, 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

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