Third Annual Trunk or Treat with a Firefighter Fri, 16 Oct at 06:00 pm 17240 Cortez Blvd, Brooksville, FL, United States, Florida 34601 HALLOWEEN
Halloween Howl & HCSO Safety Fun Fest Sat, 24 Oct at 04:00 pm 20 S Main St, Brooksville, FL 34601, United States FESTIVALS
May-Stringer House GhostFest 2026 & Haunted House Fri, 16 Oct at 07:00 pm 601 Museum Ct, Brooksville, FL, United States, Florida 34601 GHOST-HUNTS
Vendors Wanted- Brooksville Asian Night Market – Free Event, Family FUN Sat, 10 Oct at 02:00 pm Tom Varn Park FREE FITNESS
The American Stones @ Sparacia Witherell (Rolling Stones Ultimate Tribute) Sat, 17 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 29 TO 45 ENTERTAINMENT
The Great Melanated Little Camp of Horror Fri, 30 Oct at 02:00 pm Florida Sand Music Ranch USD 0 TO 404 TRIPS-ADVENTURES
Downtown Street Market- Oktoberfest & Chili Cookoff 2026 Sat, 17 Oct at 10:00 am 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States OKTOBERFEST
Brooksville Pumpkin Patch Week 1 Sat, 10 Oct at 10:00 am 19125 Phillips Road, Brooksville, FL HALLOWEEN
Bon Jovi Tribute Brooksville @Sparacia Fri, 16 Oct at 07:00 pm Sparacia Witherell Family Winery & Vineyard MUSIC
Huey Lewis Tribute Brooksville @Sparacia Sat, 24 Oct at 07:00 pm Sparacia Witherell Family Winery & Vineyard MUSIC
Tokyo Takeover of Lead Foot City - Anime Auto Con, Asian Drift Fest (Nov 7, 2026) Sat, 07 Nov at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 ANIME
Spooky Spectacular Fall Festival Sat, 17 Oct at 09:00 am 23212 Lake Lindsey Rd, Brooksville, FL, United States, Florida 34601 FESTIVALS
Brooksville Pumpkin Patch Festival Sat, 17 Oct at 10:00 am 19121 Phillips Rd, Masaryktown, FL FESTIVALS
Hardwired - Metallica Tribute @ Sparacia Witherell Family Winery Fri, 23 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 42 FITNESS
Friday Night Live- November 2026 Fri, 13 Nov at 06:30 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 MUSIC
Human Clay & Collective Shine @ Sparacia Witherell Winery Fri, 30 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 47 FITNESS
Spooktacularly Sweet Stroll Fri, 30 Oct at 03:00 pm 16221 Meadow Plover Rd., Brooksville, FL, United States, Florida 34614
NYE Tangerine Ball Drop 2026 Thu, 31 Dec at 07:00 pm 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States NEW-YEAR
Christmas on Main Sat, 05 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States HOLIDAY
Groundbreaking Ceremony | Great Life Church Sun, 11 Oct at 01:30 pm 14494 Cortez Blvd, Spring Hill, FL, United States, Florida 34613 FOOD-DRINKS
Mama's Whoopie Pies at Brooksville Main Street Christmas on Main Sat, 05 Dec at 03:00 pm 20 N Main St, Brooksville, FL 34601-2800, United States HOLIDAY
Pine Grove Elementary Harvest Fest and Trunk or Treat Fri, 23 Oct at 06:00 pm Pine Grove Elementary School FESTIVALS
BDRL'S Monster Dash 2026 Sat, 24 Oct at 03:00 pm 3490 Saturn Rd, Brooksville FL 34604, Brooksville, FL, United States, Florida 34604 DOG
Bike Night 🏍️ at BVL Oyster Bar Thu, 11 Jun 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601 MUSIC
City of Brooksville Breast Cancer Awareness Walk Sat, 17 Oct at 06:30 pm Tom Varn Park TRIPS-ADVENTURES
One Night at Edison Ink & Co trunk or treat Sat, 24 Oct at 04:00 pm 19211 Cortez Blvd, Brooksville, FL TRUNK-OR-TREAT
4th Annual EBA Road to the Finals Bulls, Broncs & Barrels Fri, 06 Nov at 05:30 pm Hernando County Fairgrounds TRIPS-ADVENTURES
Paint Night at Citrus & Sage Bookshop! Painted Peter’s! 18 AND UP ONLY! Fri, 16 Oct at 07:00 pm Citrus & Sage Bookshop DRAWING-PAINTING
🇺🇸 SAL Squadron General Membership Meeting Thu, 15 Oct at 06:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613 MEETUPS
Jeep Night 🚙 at BVL Oyster Bar (Presented by Southern 4x4) Thu, 22 Oct at 06:00 pm 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601
ACOTAR Release Celebration Archeron Sisters’ Trinket Dressers - at Citrus & Sage Bookshop Thu, 22 Oct at 06:30 pm Citrus & Sage Bookshop ART
HCSO: Safety & Fun Fest Sat, 24 Oct at 04:00 pm 205 E Fort Dade Ave, Brooksville, FL 34601-2613, United States FESTIVALS
The Pure Zeppelin Experience @ Sparacia Witherell Family Winery Sat, 28 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 47 FITNESS
Trunk or Treat Thu, 22 Oct at 05:30 pm 7411 Cortez Oaks Blvd, Brooksville, FL, United States, Florida 34613
The Artist's Realm Halloween Party! | Historic Haunts Hunt & Crawl Stop Sat, 24 Oct at 06:00 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601 ART
2026 Tunnel to Towers Brooksville 5K Run & Walk Sat, 21 Nov at 08:00 am 15 S Broad St, Brooksville, FL 34601-2830, United States MARATHONS
Beer For My Horses - Toby Keith Tribute @ Sparacia Witherell Family Winery Sat, 21 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 42 FITNESS
Downtown Street Market- November 2026 Sat, 21 Nov at 10:00 am 101 S Brooksville Ave, Brooksville, FL 34601-3310, United States THANKSGIVING
Sports and Collectables Show We Need Vendors Sat, 24 Oct at 09:00 am St. Anthony The Abbot Catholic Church SPORTS
Tunnel of Terror®: Tommy's Express Brooksville Fri, 23 Oct at 06:00 pm 13406 Cortez Blvd., Brooksville, FL 34613
Wellness Wednesday | PILATES Wed, 19 Aug 115 N. Main Street, Brooksville, FL, United States, Florida 34601 HEALTH-WELLNESS
Mama's Whoopie Pies at the Brooksville Tangerine Festival Sat, 06 Feb at 11:00 am Downtown Brooksville FESTIVALS
Merry Driftmas Holiday Drift Festival at Lead Foot City (Dec 19, 2026) Sat, 19 Dec at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 FESTIVALS
Halloween Trunk or Treat Sat, 24 Oct at 05:00 pm 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604 TRUNK-OR-TREAT
Forklift Operator Training and Certification Fri, 23 Oct at 05:00 pm Wilton Simpson Technical College USD 45 WORKSHOPS
Redfoot - Sammy Hagar Experience @ Sparacia Witherell Family Winery Fri, 06 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 47 MEETUPS
Sunday Brunch Sun, 11 Oct at 10:00 am 5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604
Financial Peace University Thu, 15 Oct at 06:00 pm 420 Howell Ave, Brooksville, FL, United States, Florida 34601 WORKSHOPS
Boni & Jason’s 25th anniversary celebration! 🥳 Sat, 17 Oct at 03:00 pm 11267 persimmon ave Weeki Wachee FL 34614 PARTIES
The Sting Police @ Sparacia Witherell Family Winery (The Police Tribute) Fri, 04 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 42 MEETUPS
Tangerine Festival Sat, 06 Feb at 11:00 am 20 N Main St, Brooksville, FL 34601-2800, United States FESTIVALS
Wandering Wednesday: Big Pine Tract Wed, 28 Oct at 09:00 am 12060 Old Crystal River Rd, Brooksville, FL 34601, United States
Guided Hike at Chinsegut WEA Sat, 24 Oct at 09:00 am 23212 Lake Lindsey Rd, Brooksville, FL, United States, Florida 34601 TRIPS-ADVENTURES
Night of Lights: Victorian Christmas Party Fri, 11 Dec at 06:00 pm 601 Museum Ct, Brooksville, FL 34601-2631, United States PARTIES
Sounds Of Simon & Garfunkel @ Sparacia Witherell Family Winery Fri, 11 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 TO 47 FITNESS
️ NEW CONSTRUCTION 101 AT SOUTHERN HILLS PLANTATION Thu, 15 Oct at 10:00 am 4861 Summit View Dr FREE FITNESS
Family Sensory Christmas Celebration Fri, 18 Dec at 05:00 pm 205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 CHRISTMAS
Trunk-or-Treat at Deep South Family BBQ | Live Music | Pumpkin Painting | & More! Fri, 30 Oct at 05:00 pm 7247 Cedar Ln, Brooksville, FL MUSIC
LIVE MUSIC AT THE FARM ON THURSDAYS! Thu, 01 Oct 19234 Lake Lindsay Rd,, Brooksville, FL, United States, Florida 34601 MUSIC
THURSDAY OPEN MIC AND ACOUSTIC SONG CIRCLE Thu, 01 Oct 19234 Lake Lindsey Rd, Brooksville, FL 34601-4402, United States FOOD-DRINKS
WINTER FESTIVAL & SVDP FOOD DRIVE Sat, 14 Nov at 09:00 am 10360 Atlanta Avenue, Weeki Wachee, FL, United States, Florida 34614 FESTIVALS