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Winter holiday events in DeLand, FL

Do The Ugly Sweater Pub Crawl in Daytona Beach
Sat, Dec 13, 4:30 PM
Daytona Beach · WingHouse Bar & Grill
Do The Ugly Sweater Pub Crawl in Daytona Beach
Sat, Dec 13, 4:30 PM
Daytona Beach · WingHouse Bar & Grill
Winter Drunk Olympics
Sat, Dec 27, 10:00 PM
Orlando · Fixtion Restaurant & Bar
Winter Drunk Olympics
Sat, Dec 27, 10:00 PM
Orlando · Fixtion Restaurant & Bar
2025 Holiday Plant Class Series
Mon, Dec 1, 1:00 PM + 6 more
Bunnell · UF/IFAS Extension Flagler County
2025 Holiday Plant Class Series
Mon, Dec 1, 1:00 PM + 6 more
Bunnell · UF/IFAS Extension Flagler County
24th Annual Unity Heritage Festival MLK Celebration - Vendors Needed
Sun, Jan 18, 11:00 AM
Winter Park · Winter Park Community Center
24th Annual Unity Heritage Festival MLK Celebration - Vendors Needed
Sun, Jan 18, 11:00 AM
Winter Park · Winter Park Community Center
Holiday Movie Magic - The Holiday
Mon, Dec 15, 7:00 PM
Daytona Beach · Cinematique Theater
Holiday Movie Magic - The Holiday
Mon, Dec 15, 7:00 PM
Daytona Beach · Cinematique Theater
5th Annual Taste of the Holidays at Crimson House NSB
Sat, Dec 13, 3:00 PM
New Smyrna Beach · Crimson House NSB
5th Annual Taste of the Holidays at Crimson House NSB
Sat, Dec 13, 3:00 PM
New Smyrna Beach · Crimson House NSB
Bikini Christmas!
Sat, Dec 20, 9:00 PM
Daytona Beach · 502 Seabreeze Blvd
Bikini Christmas!
Sat, Dec 20, 9:00 PM
Daytona Beach · 502 Seabreeze Blvd
Double M Big Band Winter Concert
Fri, Dec 12, 1:00 PM
Leesburg · Leesburg Library
Double M Big Band Winter Concert
Fri, Dec 12, 1:00 PM
Leesburg · Leesburg Library
Ice Cream Social at Jeni's Winter Park supporting Yoga 4 Change
Tue, Dec 2, 3:00 PM
Winter Park · Jeni's Splendid Ice Creams
Ice Cream Social at Jeni's Winter Park supporting Yoga 4 Change
Tue, Dec 2, 3:00 PM
Winter Park · Jeni's Splendid Ice Creams
Composition in the Field - Photography Class
Sat, Feb 21, 11:00 AM
Winter Park · Winter Park Farmers Market
Composition in the Field - Photography Class
Sat, Feb 21, 11:00 AM
Winter Park · Winter Park Farmers Market
Sounds of DeLand featuring the Volusia Community Arts Orchestra (2:00 PM)
Sun, Dec 14, 2:00 PM
DeLand · Stetson Baptist Church
Sounds of DeLand featuring the Volusia Community Arts Orchestra (2:00 PM)
Sun, Dec 14, 2:00 PM
DeLand · Stetson Baptist Church
Holly Jolly Photo Day
Sat, Dec 13, 10:00 AM
DeLand · 300 Spalding Way
Holly Jolly Photo Day
Sat, Dec 13, 10:00 AM
DeLand · 300 Spalding Way
Selfies with Santa
Sat, Dec 20, 9:00 AM
Deltona · The Center At Deltona
Selfies with Santa
Sat, Dec 20, 9:00 AM
Deltona · The Center At Deltona
Arabella's Angels @ Macy's Winter Garden!
Sat, Dec 20, 10:00 AM
Winter Garden · Macy's
Arabella's Angels @ Macy's Winter Garden!
Sat, Dec 20, 10:00 AM
Winter Garden · Macy's
Stevi Ann Designs @ Macy's Winter Garden!
Sat, Dec 13, 10:00 AM
Winter Garden · Macy's
Stevi Ann Designs @ Macy's Winter Garden!
Sat, Dec 13, 10:00 AM
Winter Garden · Macy's
A Holiday Tribute to Frank Sinatra & Dean Martin
Sat, Dec 13, 7:00 PM
Ormond Beach · Salty D’s Beachside
A Holiday Tribute to Frank Sinatra & Dean Martin
Sat, Dec 13, 7:00 PM
Ormond Beach · Salty D’s Beachside
2026 Winter Park Fashion Week Show
Sat, Feb 21, 6:00 PM
Winter Park · Full Sail Live
2026 Winter Park Fashion Week Show
Sat, Feb 21, 6:00 PM
Winter Park · Full Sail Live
Bithlo Winter Fest
Sat, Dec 20, 4:00 PM
Orlando · Bithlo Community Park
Bithlo Winter Fest
Sat, Dec 20, 4:00 PM
Orlando · Bithlo Community Park
Holiday Mug Painting
Sat, Dec 13, 1:30 PM
South Daytona · Wildflower Hair Co.
Holiday Mug Painting
Sat, Dec 13, 1:30 PM
South Daytona · Wildflower Hair Co.
Christmas show with the Fabulous B Naturals
Tue, Dec 23, 7:00 PM
Ormond Beach · Salty D’s Beachside
Christmas show with the Fabulous B Naturals
Tue, Dec 23, 7:00 PM
Ormond Beach · Salty D’s Beachside

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