Brooksville Festivals Events

Tokyo Takeover Drift Fest at Lead Foot City

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 11 Oct 2025

Downtown Street Market- October

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 18 Oct 2025

Marker 48 Brewing Annual Oktoberfest Featuring The Running of the Wieners

12147 Cortez Blvd, Brooksville, FL 18 Oct 2025

Beasley Farms Fall Festival & Pumpkin Patch 🎃

10137 Preston Road, Brooksville, FL, United States, Florida 34601 25 Oct 2025

Week 3 - 23rd Annual Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 17 Oct 2025

The Fancy Flea Brooksville

115 N Main St, Brooksville, FL 34601-2520, United States 1 Nov 2025

Christmas on Main- Tree Lighting and Festival

20 N Main St, Brooksville, FL 34601-2800, United States 6 Dec 2025

Spooky Spectacular Fall Festival

Chinsegut Conservation Center 18 Oct 2025

Blues/Rock Revival Festival Brooksville

Sparacia Witherell Family Winery & Vineyard 8 Nov 2025

Downtown Street Market- November

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 15 Nov 2025

3rd Annual “Blues On The Hilltop” Music Festival

Sparacia Witherell Family Winery & Vineyards 15 Nov 2025

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

Brooksville Pumpkin Patch 31 Oct 2025

Brooksville Tangerine Festival

20 N Main St, Brooksville, FL 34601-2800, United States 7 Feb 2026

Art & Oddities Night Market at Broad Street Brewing

291 East Jefferson street , Brooksville, FL, United States, Florida 34601 11 Oct 2025

Brooksville Food Trucks & Wine Festival

21509 Snow Hill Road, Brooksville, FL 13 Dec 2025

Beasley Farm’s Fall Festival & Pumpkin Patch!

10137 Preston Road, Brooksville, FL 11 Oct 2025

Beasley Farm Fall Festival and Pumpkin Patch 🎃

10137 Preston Road, Brooksville, FL, United States, Florida 34601 18 Oct 2025

Halloween Howl & HCSO Safety Fun Fest

20 N Main St, Brooksville, FL 34601-2800, United States 25 Oct 2025

Week 4 - 23rd Annual Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 24 Oct 2025

Friday Night Live- November 2025

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 14 Nov 2025

Brooksville Blues Revival Allman Tribute

Sparacia Witherell Family Winery & Vineyards 8 Nov 2025

The Second Annual South BooVille Avenue Halloween Stroll

Brooksville water tower 25 Oct 2025

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

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 25 Oct 2025

Florida's Adventure Coast Sip & Savor Celebration

Legacy Lane Weddings 24 Oct 2025

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

205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States 25 Oct 2025

Pumpkin Chuckin at the Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 1 Nov 2025

Sandal Key Fall Festival

10318 Whitehurst St 18 Oct 2025

Send It Saturday Drift Festival

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 8 Nov 2025

Beasley Farm Fall Festival

Beasley Farms 11 Oct 2025

Downtown Street Market- October

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 18 Oct 2025

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

Brooksville Pumpkin Patch 18 Oct 2025

Model Train Show & Sale

Hernando County Fair Association. 22 Nov 2025

Monster Mash Book Bash

Citrus & Sage Bookshop 29 Oct 2025

Florida Used RV Fest

15265 Cortez Blvd, Brooksville, FL 34613-6072, United States 23 Oct 2025

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

Grace World Outreach Church 6 Dec 2025

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

Sparacia Witherell Family Winery & Vineyard 8 Nov 2025

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 29 Nov 2025

Friendsgiving Fall Fest and Basket Donation Day

7391 Lykes Dublin Rd, Brooksville, FL 16 Nov 2025

Welcome Back Songbird Festival

Chinsegut Conservation Center 21 Mar 2026

Multi-Family Yard Sale

9225 Preston Rd, Brooksville, FL 34601-5354, United States 10 Oct 2025

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

10137 Preston Rd, Brooksville, FL 34601 12 Oct 2025

Grove Market at Good Time on Small Business Saturday

Good Time 29 Nov 2025

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

10137 Preston Rd, Brooksville, FL 34601 19 Oct 2025

Second Annual Sunshine Hootenanny Music & Art Festival

Florida Sand Music Ranch 13 Nov 2025

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

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 15 Nov 2025

Ridge Manor West Park Hoa Fall Festival

31066 Park Ridge Drive Brooksville Florida 34602 25 Oct 2025

Brooksville Fall Festival!

835 School St, Brooksville, FL 34601-4006, United States 22 Oct 2025

EMS SPRING BLUEGRASS FEST 2026

Florida Sand Music Ranch, Myers Road, Brooksville, FL, USA 26 Mar 2026

Country Line Dancing at Lead Foot City, Friday Nights

Lead Foot City 31 Jan 2025

ANNUAL MAY-STRINGER GHOSTFEST AND HAUNTED HOUSE

601 Museum Ct, Brooksville, FL 17 Oct 2025

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

Downtown Brooksville 16 Dec 2025

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

Lead Foot City 10 Jan 2025

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

Lead Foot City 14 Feb 2025

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

Lead Foot City 9 Feb 2025