Brooksville Holiday Events

Christmas on Main- Tree Lighting and Festival

20 N Main St, Brooksville, FL 34601-2800, United States 6 Dec 2025

Small Business Saturday

Historic Downtown Brooksville, Florida 29 Nov 2025

Family Sensory Christmas Celebration

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 19 Dec 2025

Winter Tea: A Christmas Carol

Citrus & Sage Bookshop 14 Dec 2025

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

21509 Snow Hill Road, Brooksville, FL 21 Nov 2025

Park Takeover: Movie Edition

Tom Varn Park 12 Dec 2025

Tap Into Christmas

291 East Jefferson street, Brooksville, FL 6 Dec 2025

BDRL's TURKEY RUN 2025

3490 Saturn Rd, Brooksville FL 34604, Brooksville, FL, United States, Florida 34604 22 Nov 2025

🎅 Ugly Christmas Sweater BINGO

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 19 Dec 2025

Beyond the Apron Strings- Holiday Harvest

624 Erin Way Brooksville FL 34601 12 Nov 2025

🎨 Acrylic Pour Ornament Workshop

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 22 Nov 2025

Handmade & Heartfelt

624 Erin Way Brooksville, FL 34601 7 Nov 2025

"Once Upon A Book" Fall Shopping at Masaryk Winery

Masaryk Winery 8 Nov 2025

Brooksville Christmas on Main

Brooksville Fla 6 Dec 2025

Resident's Holiday Party

5230 Delacroix Dr, Brooksville, FL, United States, Florida 34604 6 Dec 2025

Brooksville Family Sensory Christmas Celebration

Brooksville Fla 19 Dec 2025

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

Citrus & Sage Bookshop 11 Dec 2025

🎄✨ Christmas Ornament Candle Workshop at Good Smells Inc

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 21 Nov 2025

Christmas Tea at Downton Abbey

410 E. Liberty St, Brooksville, FL 5 Dec 2025

Christmas Photos with Santa

Marker 48 Brewing 6 Dec 2025

🎉 Black Friday at Artisan Haven

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 28 Nov 2025

Cozy Shopping Party

Citrus & Sage Bookshop 20 Dec 2025

Parade of Trees- Decorate for a Cause

7371 Cortez Oaks Blvd, Brooksville, FL, United States, Florida 34613 10 Dec 2025

Holiday Fund Tournament (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 30 Nov 2025

HIGH DEMAND! Paint your Pets at Cortez Social & Venue

Cortez Social & Venue 11 Nov 2025

🍎 Apple Butter Workshop with Canned by Jess

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 13 Nov 2025

Thanksgiving Service

First Baptist Church of Brooksville 25 Nov 2025

Community Yard Sale - Spring Ridge

14133 SWEETSHRUB COURT, Brooksville, FL, United States, Florida 34613 8 Nov 2025

Holiday Craft Night (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 2 Dec 2025

"BOOKED" For The Holidays at Masaryk Winery

Masaryk Winery 14 Dec 2025

🚗✨ NEW Holiday Tradition Alert! ✨🚗 Drive-Thru Nativity at Hernando Christian Academy 🎄

7200 Emerson Rd, Brooksville, FL, United States, Florida 34601 19 Dec 2025

Lunch Holiday Painting w/ Bree

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 24 Nov 2025

Fostering Hope Florida Christmas Dance Fitness Fundraiser

Dibaile Dance School 13 Dec 2025

Holiday Bazaar Vendors Needed American Legion Post #99

208 E Fort Dade Ave, Brooksville, FL 34601-2612, United States 29 Nov 2025

The Fourth Annual South Brooksville Avenue Christmas Stroll

S Brooksville Ave, Brooksville, FL 34601, United States 19 Dec 2025

Backyard Dog Racing!

3490 Saturn Rd 22 Nov 2025

Kiwanis Brooksville Turkey Trot

Tom Varn Park 27 Nov 2025