Brooksville Festivals Events

Hernando County Flea Fest

5360 Lockhart Rd, Brooksville, FL 34602-7411, United States 27 Sep 2025

Dowtown Street Market- September

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 20 Sep 2025

Week 3 - 23rd Annual Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 17 Oct 2025

Força de Pachamama with Chief Mapu Huni Kuin

Brooksville Flordia 12 Sep 2025

The Fancy Flea Brooksville

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

Downtown Street Market- October

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

Christmas on Main- Tree Lighting and Festival

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

Ultimate Coldplay Tribute @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 10 Oct 2025

Downtown Street Market- November

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

Brooksville Tangerine Festival

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

Small Business Saturday

Historic Downtown Brooksville, Florida 29 Nov 2025

Florida's Adventure Coast Sip & Savor Celebration

Legacy Lane Weddings 24 Oct 2025

Duck, Duck, JEEP at the Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 18 Oct 2025

Park Takeover: Movie Edition

Tom Varn Park 19 Sep 2025

Pumpkin Chuckin at the Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 1 Nov 2025

Ultimate Creed Tribute (Human Clay) @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 27 Sep 2025

Brooksville Food Trucks & Wine Festival

21509 Snow Hill Road, Brooksville, FL 13 Dec 2025

Week 4 - 23rd Annual Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 24 Oct 2025

Art & Oddities Night Market at Broad Street Brewing

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

Spooky Spectacular Fall Festival

Chinsegut Conservation Center 18 Oct 2025

The Second Annual South BooVille Avenue Halloween Stroll

Brooksville water tower 25 Oct 2025

Lattes & Littles Play Date

Bud McKethan Park 19 Sep 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

Halloween Howl & HCSO Safety Fun Fest

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

Friday Night Live- November 2025

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

Rise & Rave at Artisan Haven

Artisan Haven 14 Sep 2025

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

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

Autostock Southern Showdown

Whitehead Farms 4 Oct 2025

Week 5 - 23rd Annual Brooksville Pumpkin Patch

Brooksville Pumpkin Patch 31 Oct 2025

Brooksville Christmas on Main

Brooksville Fla 6 Dec 2025

Fall Equinox (Mabon) Celebration: Persephone's Descent (A Story of Seasons & Cycles)

9 N Georgia Ave, Brooksville, FL, United States, Florida 34601 27 Sep 2025

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

Grace World Outreach Church 6 Dec 2025

Rockstar Lobster🦞 at Sparacia Winery

Sparacia Witherell Family Winery & Vineyard 4 Oct 2025

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

10137 Preston Rd, Brooksville, FL 34601 12 Oct 2025

Monster Mash Book Bash

Citrus & Sage Bookshop 29 Oct 2025

Hernando County Flea Fest / Poppy's Woodworking & Furniture

5360 Lockhart Rd, Brooksville, FL 34602-7411, United States 27 Sep 2025

NYE Tangerine Ball Drop

13 S Brooksville Ave, Brooksville, FL 34601-2905, United States 31 Dec 2025

National Lobster Week🦞 with Rockstar Lobster at Sparacia Winery

Sparacia Witherell Family Winery & Vineyard 21 Sep 2025

3rd Annual “Blues On The Hilltop” Music Festival

Sparacia Witherell Family Winery & Vineyards 15 Nov 2025

Second Annual Sunshine Hootenanny Music & Art Festival

Florida Sand Music Ranch 13 Nov 2025

Downtown Street Market- October

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

Model Train Show & Sale

Hernando County Fair Association. 22 Nov 2025

Country Line Dancing at Lead Foot City, Friday Nights

Lead Foot City 31 Jan 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