Brooksville Holiday Events

Christmas on Main- Tree Lighting and Festival

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

Hernando County Blueberry Festival

Florida Classic Park 8 May 2026

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

🎅 Ugly Christmas Sweater BINGO

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

Jingle Jog

Tom Varn Park 17 Dec 2025

Country Christmas at HarvestMoon Fun Farm

15990 Stur St, Masaryktown, FL, United States, Florida 34604 29 Nov 2025

Christmas Photos with Santa

Marker 48 Brewing 6 Dec 2025

Members Only Tour of Chinsegut

Chinsegut Hill 4 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

Brooksville Christmas on Main

Brooksville Fla 6 Dec 2025

Park Takeover: Movie Edition

Tom Varn Park 12 Dec 2025

Fostering Hope Florida Christmas Dance Fitness Fundraiser

Dibaile Dance School 13 Dec 2025

Stnad-Up, Wine Down! With Chuck Glass!

Sparacia Witherell Family Winery & Vineyards 12 Dec 2025

Brooksville Family Sensory Christmas Celebration

Brooksville Fla 19 Dec 2025

Holiday Fund Tournament (Member Event)

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

Tap Into Christmas

291 East Jefferson street, Brooksville, FL 6 Dec 2025

Christmas Tea at Downton Abbey

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

Sandal Key Playground & Dog Park Grand Opening

10370 Tucker Rd 13 Dec 2025

Cozy Shopping Party

Citrus & Sage Bookshop 20 Dec 2025

"BOOKED" For The Holidays at Masaryk Winery

Masaryk Winery 14 Dec 2025

Toddler Sensory Playdate

Tom Varn Park 10 Dec 2025

SANTA'S WOOD SIGN WORKSHOP****Black Friday Event***

Marker 48 Brewing 28 Nov 2025

Resident's Holiday Party

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

🎉 Black Friday at Artisan Haven

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

Breakfast with the Grinch: Benefitting Operation Heart F.E.L.T.

115 N Main St 6 Dec 2025

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

Citrus & Sage Bookshop 11 Dec 2025

Parade of Trees- Decorate for a Cause

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

Holiday Craft Night (Member Event)

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

Lorelei Infusions Hot Chocolate Party

813 S Broad Street, Brooksville, FL 29 Nov 2025

Pour Your Own Holiday Candles at Masaryk Winery by The Boozy Bookworm

Masaryk Winery 21 Dec 2025

Year End Holiday Drag Racing, Burnouts, Showcase Festival at Lead Foot City

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 20 Dec 2025

Holiday Bazaar Vendors Needed American Legion Post #99

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

Handmade & Heartfelt

624 Erin Way Brooksville, FL 34601 28 Nov 2025

Holiday Candle Pouring at Broad Street Brewing by The Boozy Bookworm

Broad Street Brewing Co. 19 Dec 2025

🫧 Kids Paint-Your-Own Bath Bomb + Fizzy Workshop (Ages 10+)

134 E Fort Dade Ave, Brooksville, FL, United States, Florida 34601 7 Dec 2025

Sip & Shop (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 1 Dec 2025

Member Holiday Party (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 17 Dec 2025

The Fourth Annual South Brooksville Avenue Christmas Stroll

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

New time: 4pm Dec. 3rd Holiday Celebration

131 S Main St, Brooksville, FL, United States, Florida 34601 3 Dec 2025

Brunch with Santa (Member Event)

4200 Summit View Dr, Brooksville, FL, United States, Florida 34601 21 Dec 2025

Backyard Dog Racing!

3490 Saturn Rd 22 Nov 2025

Send it Saturday - Merry Driftmas Holiday Festival at Lead Foot City

17109 Old Ayers Rd, Brooksville, FL, United States, Florida 34604 13 Dec 2025