Brooksville Food & Drink Events

NYE Tangerine Ball Drop 2026

101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 31 Dec 2026

Christmas on Main

20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026

Halloween Howl & HCSO Safety Fun Fest

20 S Main St, Brooksville, FL 34601, United States 24 Oct 2026

Hernando County Hallow Glow Festival

5360 Lockhart Rd Brooksville, FL 34602 9 Oct 2026

Mama's Whoopie Pies at Brooksville Main Street Christmas on Main

20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026

Friday Night Live- September 2026

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 11 Sep 2026

Tokyo Takeover of Lead Foot City - Anime Auto Con, Asian Drift Fest (Nov 7, 2026)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 7 Nov 2026

Send It Saturday Drift Fest at Lead Foot City (Aug 22, 2026)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 22 Aug 2026

Cosplay Crawl

291 E Jefferson St, Brooksville, FL 34601-2699, United States 22 Aug 2026

Huey Lewis Tribute Brooksville @Sparacia

Sparacia Witherell Family Winery & Vineyard 24 Oct 2026

Send It Saturday Drift Fest at Lead Foot City (Sep 12, 2026)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 12 Sep 2026

Downtown Street Market- September 2026

101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 19 Sep 2026

Friday Night Live- October 2026

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 9 Oct 2026

Emotopia Music and Drift Fest at Lead Foot City (Oct 10, 2026)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 10 Oct 2026

The American Stones @ Sparacia Witherell (Rolling Stones Ultimate Tribute)

Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 17 Oct 2026

Merry Driftmas Holiday Drift Festival at Lead Foot City (Dec 19, 2026)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 19 Dec 2026

Downtown Street Market- Oktoberfest & Chili Cookoff 2026

101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 17 Oct 2026

The Pure Zeppelin Experience @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards 28 Nov 2026

Movie Night- Teenage Mutant Ninja Turtles

Tom Varn Park 25 Sep 2026

Small Business Saturday

Historic Downtown Brooksville, Florida 28 Nov 2026

Taste 4 Education- Battle of the Chickens

Marker 48 Brewing 1 Nov 2026

Downtown Street Market- November 2026

101 S Brooksville Ave, Brooksville, FL 34601-3310, United States 21 Nov 2026

Threshing Day Celebration

309 S Main St, Brooksville, FL, United States, Florida 34601 1 Oct 2026

Kids Makers Market

410 Broad St. Masaryktown, FL 34604 1 Aug 2026

Dine with the K9s

Southern Hills Plantation Club 7 Nov 2026

Paul Revere Lodge No.419 Beast Feast

Paul Revere Lodge No. 419 - Public Page 3 Oct 2026

Friday Fish Fry

12091 Cortez Blvd, Brooksville, FL 19 Jun 2026

Lattes & Littles on the Farm

Four Gems Farm 4 Sep 2026

Kid's Night at Florida Cracker Cook Shack

511 S Broad St, Brooksville, FL, United States, Florida 34601 21 Jul 2026

Model Train Show & Sale

Hernando County Fair Association. 21 Nov 2026

Saturday Steak Shoot

12091 Cortez Blvd, Brooksville, FL 23 May 2026

$1 Wing Wednesdays at Bob's 🍗

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 24 Jun 2026

LIVE MUSIC AT THE FARM ON THURSDAYS!

19234 Lake Lindsay Rd,, Brooksville, FL, United States, Florida 34601 18 Jun 2026

Hotwheels show in Brooksville

321 Ponce De Leon Blvd, Brooksville, FL 27 Dec 2026

Brooksville Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) 30 Jul 2026

Prime Rib Thursdays 🥩 at Brooksville Oyster Bar (Bob's)

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 2 Jul 2026