Brooksville Holiday Events

Christmas on Main

20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026

Mama's Whoopie Pies at Brooksville Main Street Christmas on Main

20 N Main St, Brooksville, FL 34601-2800, United States 5 Dec 2026

Friday Night Live- November 2026

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

Movie Night- Polar Express

Tom Varn Park 19 Dec 2026

Merry Driftmas Holiday Drift Festival at Lead Foot City (Dec 19, 2026)

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

Small Business Saturday

Historic Downtown Brooksville, Florida 28 Nov 2026

Family Sensory Christmas Celebration

205 E. Fort Dade Ave., Brooksville, FL, United States, Florida 34601 18 Dec 2026

Downtown Street Market- November 2026

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