Upcoming Brooksville Events

Check out what's happening all around Brooksville, FL

3rd Annual EBA Road to the Finals

 Fri, 07 Nov at 05:30 pm Hernando County Fair Grounds

BROTHERS AGAIN (featuring the music of The Allman Brothers Band) LIVE! @ The Sparacia Winery

 Sat, 08 Nov at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Beasley Farms Fall Festival & Pumpkin Patch 🎃

 Sat, 25 Oct at 10:00 am 10137 Preston Road, Brooksville, FL, United States, Florida 34601

Blues/Rock Revival Festival Brooksville

 Sat, 08 Nov at 02:00 pm Sparacia Witherell Family Winery & Vineyard

The Fancy Flea Brooksville

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

Straight No Chaser in Brooks

 Fri, 21 Nov at 08:00 pm Cache Creek Casino Resort Event Center

Trick or Treating at the Brooksville Pumpkin Patch

 Fri, 31 Oct at 06:00 pm Brooksville Pumpkin Patch

Trick Or Treat Carnival

 Fri, 31 Oct at 05:30 pm 725 Desoto Ave Free

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

 Sat, 22 Nov at 06:00 pm Sparacia Witherell Family Winery & Vineyards, Snow Hill Road, Brooksville, FL, USA USD 30 to 47

Loomis Bros. Circus 2025 Fall Edition- Brooksville, FL

 Fri, 31 Oct at 07:30 pm Hernando County Fairgrounds USD 10 to 34

Halloween & Fall Fest - Week 5 - 23rd Annual Brooksville Pumpkin Patch

 Fri, 31 Oct at 04:00 pm Brooksville Pumpkin Patch

Halloween Party & Adoption Event

Fri, 31 Oct at 05:00 pm 291 East Jefferson street , 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

Christmas on Main- Tree Lighting and Festival

 Sat, 06 Dec at 03:00 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

Brooksville Food Trucks & Wine Festival

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

3rd Annual “Blues On The Hilltop” Music Festival

 Sat, 15 Nov at 12:00 pm Sparacia Witherell Family Winery & Vineyards USD 25 to 53

11.21.25 Holiday Mini's Paint and Sip at Sparacia Witherell Winery

 Fri, 21 Nov at 07:00 pm 21509 Snow Hill Road, Brooksville, FL

Derina Harvey Band in Brooks

 Wed, 26 Nov at 07:30 pm Griffin Park School

Family Sensory Christmas Celebration

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

Red Elvises

 Sun, 09 Nov at 06:00 pm The Olive Grove USD 11

Posability’s Moms Retreat

 Fri, 07 Nov at 05:00 pm Chinsegut Hill Retreat and Conference Center

Trunk or Treat at PGES!

 Thu, 30 Oct at 06:30 pm Pine Grove Elementary School

Halloween Party & Costume Contest @ Sparacia Witherell Family Winery

 Fri, 31 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyard

Pre Race Packet Pick Up

Fri, 07 Nov at 03:00 pm Buick GMC Brooksville

Music Night at Stable Faith Cowboy Church

 Fri, 28 Nov at 07:00 pm 12077 Broad Street , Brooksville, FL, United States, Florida 34601

Brooksville Tangerine Festival

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

TRIBUTE TO DOKKEN - INTO THE FIRE

 Sat, 20 Dec at 07:00 pm Sparacia Witherell Family Winery & Vineyards USD 30 to 47

Karaoke Sunday Night @ Sparacia Witherell Family Winery

 Sun, 26 Oct at 06:00 pm Sparacia Witherell Family Winery & Vineyard

City of Brooksville Employees - Calling all Veterans!

 Mon, 03 Nov at 07:00 pm 201 Howell Ave Free

The Sturdy Endeavor of J.C.B. Koonce

 Thu, 06 Nov at 07:00 pm 201 Howell Ave, Brooksville, FL 34601-2042, United States

Dov Davidoff @ The Hardware Store

 Thu, 13 Nov at 06:30 pm The Hardware Store USD 25

Fall Wagon Rides! 🎃🍁

 Sun, 26 Oct at 01:00 pm Tom Varn Park

Pumpkin Chuckin at the Brooksville Pumpkin Patch

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

Spooktacularly Sweet Stroll

Thu, 30 Oct at 05:00 pm 16221 Meadow Plover Rd., Brooksville, FL, United States, Florida 34614

Crazy Haunted Maze! Time to get Lost!

 Fri, 31 Oct at 08:00 pm 16219 Tampa Street Brooksville 34604

Beginner Archery - Session 2

 Sat, 22 Nov at 11:30 am Chinsegut Conservation Center

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

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

51st Annual Brooksville Christmas Parade

 Sat, 13 Dec at 10:00 am Downtown Brooksville

Junk In The Trunk Market

 Sat, 01 Nov at 10:00 am 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Sumter Swap Meets in Brooksville FL

 Sun, 02 Nov at 07:30 am 5360 Lockhart Rd, Brooksville, FL

Twisted Oddities x Citrus and Sage 11/21/2025

 Fri, 21 Nov at 06:00 pm Citrus & Sage Bookshop

Week 4 - 23rd Annual Brooksville Pumpkin Patch

 Fri, 24 Oct at 04:00 pm Brooksville Pumpkin Patch

Beginner Archery - Session 1

 Sat, 22 Nov at 09:00 am Chinsegut Conservation Center

WINTER BEATS

 Fri, 05 Dec at 07:00 pm 16159 Wiscon Rd, Brooksville FL 34601

Love Story - Tribute To: Taylor Swift @ Sparacia Witherell Family Winery

 Fri, 05 Dec at 06:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

Essential Oil Workshop with Catrina

 Sat, 08 Nov at 06:30 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

Sunday Funday w/ Violinist Andrew Polo

 Sun, 26 Oct at 02:00 pm 21509 Snow Hill Road, Brooksville, FL

Sunday Funday w/ Violinist Andrew Polo

 Sun, 02 Nov at 02:00 pm 21509 Snow Hill Road, Brooksville, FL

First 3rd Saturday Market @ BSBC

 Sat, 15 Nov at 10:00 am 291 East Jefferson street, Brooksville, FL

A Night in Prythian: Paint & Trivia Event at Citrus & Sage Bookshop in Brooksville with Sam!

 Sat, 15 Nov at 07:00 pm Citrus & Sage Bookshop

HOTWHEELS SHOW in BROOKSVILLE FLORIDA

Sun, 26 Oct at 10:00 am Andrew Jackson Post 99

No Prep Drag Racing - Turkeys at the Track

 Sat, 22 Nov at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Friday Night Live- November 2025

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

Monster Mash Book Bash

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

Day of the Dead Ceremony

Sat, 01 Nov at 06:00 pm 9 N Georgia Ave, Brooksville, FL, United States, Florida 34601

Apples & Authors— A Cozy Autumn Celebration

Sat, 22 Nov at 11:00 am Citrus & Sage Bookshop

Fall Fest

 Wed, 29 Oct at 06:00 pm 420 Howell Ave, Brooksville, FL, United States, Florida 34601

Gears & Gravy Edition of Send It Saturday Drift Festival

 Sat, 08 Nov at 02:00 pm 17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604

Art & Oddities Night Market at Broad Street Brewing

Sat, 08 Nov at 05:00 pm 291 East Jefferson street , Brooksville, FL, United States, Florida 34601

Natalie Grant & Danny Gokey

 Fri, 05 Dec at 07:00 pm Grace World Outreach Church

Fireflies and Fine Wine

Thu, 20 Nov at 05:30 pm 5283 Neff Lake Rd, Brooksville, FL 34601-8018, United States

BINGO at the POST!

 Tue, 28 Oct at 05:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Night Hike

 Fri, 07 Nov at 05:30 pm Chinsegut Conservation Center

Santa Baby! (Gift not included lol) At Citrus & Sage!

 Thu, 11 Dec at 07:00 pm Citrus & Sage Bookshop

Matchbox Thomas - Matchbox20 & Rob Thomas Tribute

 Sat, 10 Jan at 04:00 pm Sparacia Witherell Family Winery & Vineyards USD 29 to 45

November Fall Festival (15 & 16)

 Sat, 15 Nov at 10:00 am 19121 Phillips Rd, Masaryktown, FL

A FREE Trunk or Treat Event!

 Fri, 31 Oct at 06:00 pm 475 North Avenue West, Brooksville, FL, United States, Florida 34601

Monthly Oyster Roast 🦪 at Florida Cracker Tap Room

 Sat, 01 Nov at 05:00 pm 962 E Jefferson St, Brooksville, FL, United States, Florida 34601

NYE Tangerine Ball Drop

 Wed, 31 Dec at 07:00 pm 13 S Brooksville Ave, Brooksville, FL 34601-2905, United States

Twisted Oddities & Traveling Art Parties Mandalas & Moths!

 Sat, 22 Nov at 06:00 pm Artisan Haven BVL

Sparacia Winery- The Doors Experience

Sat, 24 Jan at 07:00 pm Sparacia Witherell Family Winery & Vineyard

Wilderness/Science Explorers (Ages 8-13) - Session 2

 Thu, 20 Nov at 01:00 pm Chinsegut Conservation Center

Brooksville Blues Revival Allman Tribute

 Sat, 08 Nov at 12:00 am Sparacia Witherell Family Winery & Vineyards

At Marker 48!! Christmas Pictures with Draft Horses and Carriage!

 Sun, 30 Nov at 02:00 pm Marker 48 Brewing

Monthly 3D Archery Shoot

 Sat, 01 Nov at 08:00 am Chinsegut Conservation Center

Trunk or Treat

 Wed, 29 Oct at 06:00 pm 18131 Stromberg Ave, Brooksville, FL

Chitty Chitty Bang Bang Jr.

 Thu, 13 Nov at 07:30 pm 21030 Cortez Boulevard, Brooksville, FL, United States, Florida 34601

$1 Wing Wednesdays at Bob's 🍗

 Wed, 29 Oct at 11:00 am 14445 Ponce De Leon Blvd, Brooksville, FL, United States, Florida 34601

🍎 Apple Butter Workshop with Canned by Jess

 Thu, 13 Nov at 06:00 pm 134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601

Stone Book Paint Night at Citrus & Sage!

 Fri, 09 Jan at 06:00 pm Citrus & Sage Bookshop

2nd Annual - Slammin With Swain

 Sat, 07 Feb at 10:00 am Hernando County Fairgrounds

Brooksville Family Sensory Christmas Celebration

 Fri, 19 Dec at 05:00 pm Brooksville Fla

Music Night at Stable Faith Cowboy Church

 Fri, 31 Oct at 07:00 pm 12077 Broad Street, Brooksville, FL

City of Brooksville Cemetery- Wreaths Across America

 Sat, 13 Dec at 02:00 pm Brooksville Cemetery

Halloween Party

 Fri, 31 Oct at 06:00 pm 624 Erin Way, Brooksville, FL 34601-3019, United States

Flash Wellness Open House

Sat, 15 Nov at 11:00 am 705 Harvard Street

Gnome Forces for American Heroes in Brooksville

 Sat, 01 Nov at 09:00 am 15 N Main St, Brooksville, FL 34601-2847, United States

2026 Man Up Men's Retreat

 Fri, 16 Jan at 03:00 pm Lakewood Retreat USD 200

“An Evening in the Shire: Hobbit Door Wreath Workshop" at Citrus & Sage Bookshop in Brooksville!

 Sat, 06 Dec at 07:00 pm Citrus & Sage Bookshop

Natalie Grant and Danny Gokey at Grace World Outreach Church

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

American Legion Post 186 General Membership Meeting

 Thu, 06 Nov at 06:00 pm 12091 Cortez Blvd, Brooksville, FL, United States, Florida 34613

Good Time Book Club

 Sun, 26 Oct at 04:00 pm Good Time

Winter Tea: A Christmas Carol

Sun, 14 Dec at 04:30 pm Citrus & Sage Bookshop

Paint Night at Citrus & Sage! Bookend Edition!

 Thu, 06 Nov at 07:00 pm Citrus & Sage Bookshop

HIGH DEMAND! Paint your Pets at Cortez Social & Venue

 Tue, 11 Nov at 06:00 pm Cortez Social & Venue

THE GAME - HHS Varsity Leopards Football VS. Nature Coast HS Sharks

 Thu, 30 Oct at 07:30 pm Hernando High School: Leopard Pride

Author Event: Liza Bee

 Fri, 07 Nov at 03:00 pm 309 S Main St, Brooksville, FL, United States, Florida 34601

"Once Upon A Book" Fall Shopping at Masaryk Winery

 Sat, 08 Nov at 12:30 pm Masaryk Winery

Florida Historical Marker Dedication

Sat, 22 Nov at 09:00 am 22495 Chinsegut Hill Road, Brooksville, FL
Categories
Parties
Workshops
Halloween
Car Shows
Live Music
Festivals
Exhibitions
Performances
Concerts
Conferences
Holiday
Dance
Meet & Greet
Food & Drinks
Flea Markets
Fall Festivals
Comedy
Carnivals
Business
Bingo
Pop
Camping
Shopping
Popular topics
Books
Rock Music
Food Trucks
Education
Entrepreneurship
Business
Retail
Mindfulness
Shopping
Animals
Exercise