Brooksville Parties Events

Hernando County's Salute to America 250

11210 Cortez Blvd, Brooksville, FL, United States, Florida 34613 4 Jul 2026

Hernando County Hallow Glow Festival

5360 Lockhart Rd Brooksville, FL 34602 9 Oct 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

Back to School Bash- August 2026

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 8 Aug 2026

Moonlight Movies- June 2026

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 13 Jun 2026

6th Annual Brooksville Watermelon Festival

Hernando County Fairgrounds 13 Jun 2026

Celebrating America’s 250 at the Oldest Bar in Brooksville!

The Office at The Crossroads 4 Jul 2026

Sumter Swap Meets in Brooksville FL

5360 Lockhart Rd, Brooksville, FL 3 May 2026

8th Street Block Party - Street Racing, Multiple Night Clubs, 18+ Event, - Sat. June 27th

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 27 Jun 2026

Send It Saturday Drifting Fest at Lead Foot City June 6th

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 6 Jun 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

Huey Lewis Tribute Brooksville @Sparacia

Sparacia Witherell Family Winery & Vineyard 24 Oct 2026

Yacht-A-Rock “Sounds of The Seas” @ Sparacia Witherell Family Winery

Sparacia Witherell Family Winery & Vineyards 31 Jul 2026

Floor It Friday - Drag Racing, Burnouts, Car Truck Bike Meet at Lead Foot City (June 26th, 6-10pm)

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 26 Jun 2026

Cosplay Crawl

291 E Jefferson St, Brooksville, FL 34601-2699, United States 18 Jul 2026

250th CELEBRATION

1681 E. Jefferson St., Brooksville, FL 4 Jul 2026

Human Clay & Collective Shine @ Sparacia Witherell Winery

Sparacia Witherell Family Winery & Vineyards 30 Oct 2026

LOVESNAKE @ SPARACIA WITHERELL FAMILY WINERY (WHITE SNAKE & TESLA TRIBUTE)

Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA 11 Jul 2026

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

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

Friday | The Grand Finale $2.50 Fish Box | Anniversary Week! | Live Music! Giveaways!

1112 E Jefferson St, Brooksville, FL, United States, Florida 34601 10 Jul 2026

Spooktacularly Sweet Stroll

16221 Meadow Plover Rd., Brooksville, FL, United States, Florida 34614 30 Oct 2026

GNR RELOADED & SKIDD ROW @ SPARACIA WITHERELL FAMILY WINERY

Sparacia Witherell Family Winery & Vineyards 18 Sep 2026

Floor It Friday - Drag Racing, Burnouts, Car Truck Bike Meet at Lead Foot City (June 19th, 6-10pm)

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

2026 Tunnel to Towers Brooksville 5K Run & Walk

15 S Broad St, Brooksville, FL 34601-2830, United States 21 Nov 2026

Taste 4 Education- Battle of the Chickens

Marker 48 Brewing 1 Nov 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

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

Small Business Saturday

Historic Downtown Brooksville, Florida 28 Nov 2026

Fundraiser benefitting Brooksville Main Street's Back to School Backpack Giveaway!

Russell Street Park 9 Jul 2026

Tuesday Kids Eat Free ( Anniversary Week )

1112 E Jefferson St, Brooksville, FL, United States, Florida 34601 7 Jul 2026

Downtown Street Market- November 2026

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

Bike Night 🏍️ at BVL Oyster Bar

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 11 Jun 2026

Peanut Festival

19121 Phillips Rd, Masaryktown, FL 11 Jul 2026

Haggard Coffee & Oddities - GLIZZ FEST 2026

Haggard Coffee & Oddities 5 Jul 2026

Wine Tasting at Sparacia Witherell Family Winery & Vineyards

Sparacia Witherell Family Winery & Vineyard 27 Jun 2026

⛳Brooksville Tuesday Night League

Brooksville Country Club 16 Jun 2026

2026 Florida State Car Audio Final

Hernando County Fairgrounds 3 Oct 2026

Karaoke

Jigger bar 4 Jun 2026

Paint your Pets Fundraiser for USA Ibizan Hound Rescue!

Citrus & Sage Bookshop 10 Jul 2026

Pit Beef Day

7298 Sunshine Grove Road, Brooksville, FL 13 Jun 2026

Live Street Art: Graffiti Edition at Broad Street Brewing Company!

Broad Street Brewing Co. 27 Jun 2026

15th Annual Harvest Mill Party

15016 Rester Drive, Brooksville, FL 28 Aug 2026

Sunday FunDay

99 Jerome Brown Pl, Brooksville, FL 34601-3180, United States 24 May 2026

SHARC Field Day 2026

13753 Centralia Rd, Brooksville, FL 34614-2987, United States 27 Jun 2026

Kid's Night at Florida Cracker Cook Shack

511 S Broad St, Brooksville, FL, United States, Florida 34601 26 May 2026

Friday Fish Fry

12091 Cortez Blvd, Brooksville, FL 29 May 2026

[PENDING] GHOST - RITE HERE RITE NOW Second Anniversary Celebration!

Downtown Brooksville 20 Jun 2026

Open Mic at Broad Street Brewing Co. Brooksville, FL

Broad Street Brewing Co. 7 Jun 2026

Women's Night | Great Life Church

14494 Cortez Blvd, Spring Hill, FL, United States, Florida 34613 8 Jun 2026

Summerween - Books, Brews and Flash Tattoos

309 S Main St, Brooksville, FL, United States, Florida 34601 20 Jun 2026

At the Florida Cracker Cook Shack

Florida Cracker Cook Shack & Mercantile 3 Jul 2026

DOA's UDD Inaugural Titan Series Dock Diving Event

23273 Family Ln, Brooksville, FL 34602-9115, United States 6 Jun 2026

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Andrew Jackson Post 99 26 Apr 2026

Model Train Show & Sale

Hernando County Fairgrounds 12 Sep 2026

Jeep Night 🚙 at BVL Oyster Bar (Presented by Southern 4x4)

14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 28 May 2026

🎵 Mommy + Me (Ages 1-3)

115 N. Main Street, Brooksville, FL, United States, Florida 34601 14 Jul 2026

Monday $2.50 Specials (Anniversary Week)

1112 E Jefferson St, Brooksville, FL, United States, Florida 34601 6 Jul 2026

Model Train Show & Sale

Hernando County Fair Association. 14 Nov 2026

THURSDAY OPEN MIC AND ACOUSTIC SONG CIRCLE

19234 Lake Lindsey Rd, Brooksville, FL 34601-4402, United States 21 May 2026

Bingo!

813 S Broad Street, Brooksville, FL 16 Jun 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) 4 Jun 2026

Thursday FOOTLONGS = Buy one, get one FREE (Anniversary Week)

1112 E Jefferson St, Brooksville, FL, United States, Florida 34601 9 Jul 2026

Harvest Season Bingo

309 S Main St, Brooksville, FL, United States, Florida 34601 10 Jun 2026

ACOTAR #6 Midnight Release Party

309 S Main St, Brooksville, FL, United States, Florida 34601 26 Oct 2026

Poolside BINGO (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 4 Jun 2026

Kid's Club (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 6 Jun 2026

Craft Social (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 9 Jun 2026

Parent's Night (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 25 Jun 2026

Greek Mondays (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 8 Jun 2026

Dr Williams DSW Celebration

Fujiyama Japanese Steakhouse 19 Sep 2026