Festivals in Brooksville

Check out happening festivals events all around Brooksville, FL

Hernando County Flea Fest

 Sat, 27 Sep at 10:00 am 5360 Lockhart Rd, Brooksville, FL 34602-7411, United States

Send It Saturday Drifting Festival at Lead Foot City

 Sat, 16 Aug at 06:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Dowtown Street Market- September

 Sat, 20 Sep at 10:00 am 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Lead Foot City Jeep Takeover

 Sat, 06 Sep at 03:00 pm Lead Foot City

Genesis & Phil Collins Tribute Band: FACE VALUE @ Sparacia Witherell Winery

 Thu, 04 Sep at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Week 3 - 23rd Annual Brooksville Pumpkin Patch

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

The Fancy Flea Brooksville

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

Kickin’ Addiction

 Sat, 13 Sep at 04:00 pm Brooksville Bandshell At Hernando Park

End of Summer Back to School Bash

 Sat, 16 Aug at 12:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604

Harvest Party 2025

 Fri, 29 Aug at 10:00 am The Olive Grove

International Bat Night

 Sat, 30 Aug at 06:30 pm 23212 Lake Lindsey Rd, Brooksville, FL, United States, Florida 34601

Friday Night Live- The Gaturz

 Fri, 12 Sep at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

Brooksville Food Trucks & Wine Festival

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

No Prep Drag Racing Cash Competition (Sat. Aug. 23rd)

 Sat, 23 Aug at 12:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

BINGO + BBQ

 Fri, 29 Aug at 06:00 pm 7247 Cedar Ln, Brooksville, FL

Food Truck Saturdays- ft CHARM CITY EATS

 Sat, 16 Aug at 12:00 pm 7298 Sunshine Grove Road, Brooksville, FL

Pumpkin Chuckin at the Brooksville Pumpkin Patch

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

Halloween Howl & HCSO Safety Fun Fest

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

Small Business Saturday

 Sat, 29 Nov at 10:00 am Historic Downtown Brooksville, Florida

Model Train Show & Sale

 Sat, 13 Sep at 09:00 am Hernando County Fair Association., Broad Street, Brooksville, FL, USA

Downtown Street Market- October

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

Buddy Holly Solo Tribute - FREE SHOW

 Sat, 30 Aug at 06:00 pm Sparacia Witherell Family Winery & Vineyard

Brooksville Christmas on Main

 Sat, 06 Dec at 03:00 pm Brooksville Fla

Local Favorite Eddie McConnell @ Sparacia Witherell Family Winery

 Sat, 23 Aug at 06:00 pm Sparacia Witherell Family Winery & Vineyard

Friday Night Live- November 2025

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

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

Florida's Adventure Coast Sip & Savor Celebration

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

Lattes & Littles Play Date

 Fri, 19 Sep at 09:00 am Bud McKethan Park

Labor Day Pig Roast at the Post! With The Bearded Brothers Band!!!

 Mon, 01 Sep at 02:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

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 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

Week 4 - 23rd Annual Brooksville Pumpkin Patch

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

Duck, Duck, JEEP at the Brooksville Pumpkin Patch

 Sat, 18 Oct at 11:00 am Brooksville Pumpkin Patch

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

 Sat, 27 Sep at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Rise & Rave at Artisan Haven

 Sun, 14 Sep at 10:00 am Artisan Haven Free

Brooksville Tangerine Festival

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

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

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

Family Sensory Christmas Celebration

 Fri, 19 Dec at 05:00 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601

Downtown Street Market- November

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

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

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

 Sat, 20 Sep at 05:30 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

Downtown Street Market- October

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

Week 5 - 23rd Annual Brooksville Pumpkin Patch

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

Rockstar Lobster🦞 at Sparacia Winery

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

Regal Railways Presents Model Train Show & Sale

 Sat, 13 Sep at 09:00 am Hernando County Fair Association. USD 6

Charm City Eats @ Good Time

Fri, 12 Sep at 05:00 pm 500 S Broad St., Brooksville, FL

Beef 'O' Brady's Horse Lake Road Car, Truck & Jeep Show

 Sun, 07 Sep at 10:00 am Beef 'O' Brady's (Horse Lake Rd)

Rockstar Lobster🦞 at Sparacia Winery

 Sun, 21 Sep at 01:00 pm Sparacia Witherell Family Winery & Vineyard

NYE Tangerine Ball Drop

 Wed, 31 Dec at 06:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, 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

Second Annual Sunshine Hootenanny Music & Art Festival

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

Monster Mash Book Bash

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

Autostock Southern Showdown

 Sat, 04 Oct at 10:00 am Whitehead Farms

Model Train Show & Sale

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

Street Fest Summer Nights, Drag Racing, Car Show, Vendor Market, Family Fun at Lead Foot City

 Sat, 23 Aug at 06:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Brooksville Food Trucks & Wine Festival

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

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