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Winter holiday events in The Villages, FL

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Gingerbread and Glam Ladies Night Out
Sunday at 7:00 PM
Orlando · 611 E Concord St
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Gingerbread and Glam Ladies Night Out
Sunday at 7:00 PM
Orlando · 611 E Concord St
Breakfast with the Grinch: Benefitting Operation Heart F.E.L.T.
Sat, Dec 6, 9:00 AM
Brooksville · 115 N Main St
Breakfast with the Grinch: Benefitting Operation Heart F.E.L.T.
Sat, Dec 6, 9:00 AM
Brooksville · 115 N Main St
Boost Your Project Management Techniques Training in Ocoee, FL
Today at 9:00 AM + 26 more
Ocoee · Regus
Boost Your Project Management Techniques Training in Ocoee, FL
Today at 9:00 AM + 26 more
Ocoee · Regus
Winter Dance Concert (Friday)
Fri, Dec 5, 7:00 PM
Lakeland · Harrison School For the Arts
Winter Dance Concert (Friday)
Fri, Dec 5, 7:00 PM
Lakeland · Harrison School For the Arts
Dee Cares Holiday Rug & Paint Party
Sat, Dec 13, 7:00 PM
DeLand · Chisholm Center Playground
Dee Cares Holiday Rug & Paint Party
Sat, Dec 13, 7:00 PM
DeLand · Chisholm Center Playground
New-Year Women’s Vision Board + Coffee Leesburg
Sat, Jan 3, 9:30 AM
Leesburg · The Coffee Snob Roaster
New-Year Women’s Vision Board + Coffee Leesburg
Sat, Jan 3, 9:30 AM
Leesburg · The Coffee Snob Roaster
Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL
Sat, Dec 13, 7:00 PM
Winter Park · Aloma Cinema Grill
Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL
Sat, Dec 13, 7:00 PM
Winter Park · Aloma Cinema Grill
Winter Holiday Gala
Sat, Dec 13, 7:00 PM
St. Augustine · St. Augustine Shriners Club
Winter Holiday Gala
Sat, Dec 13, 7:00 PM
St. Augustine · St. Augustine Shriners Club
HOLIDAY POP-UP SHOP & DROP SEASON – CHRISTMAS EDITION
Sun, Dec 14, 2:00 PM
Sanford · Cabana Live
HOLIDAY POP-UP SHOP & DROP SEASON – CHRISTMAS EDITION
Sun, Dec 14, 2:00 PM
Sanford · Cabana Live
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Winter Park Detective Mystery Game: Infiltrate a Secret Society!
Today at 3:00 PM + 73 more
Winter Park · 445 N Park Ave
Sales end soon
Winter Park Detective Mystery Game: Infiltrate a Secret Society!
Today at 3:00 PM + 73 more
Winter Park · 445 N Park Ave
Fete Minuet: The Sequel 2026
Sun, Jan 18, 6:00 PM
Winter Park · Winter Park Farmers' Market
Fete Minuet: The Sequel 2026
Sun, Jan 18, 6:00 PM
Winter Park · Winter Park Farmers' Market
Selling quickly
Macramé Plant Hanger - Holiday Edition
Sat, Dec 6, 10:00 AM
Orlando · Harry P. Leu Gardens
Selling quickly
Macramé Plant Hanger - Holiday Edition
Sat, Dec 6, 10:00 AM
Orlando · Harry P. Leu Gardens
GRINCHMAS HOLIDAY BENEFIT CONCERT
Tue, Dec 16, 7:00 PM
Orlando · Bynx Orlando
GRINCHMAS HOLIDAY BENEFIT CONCERT
Tue, Dec 16, 7:00 PM
Orlando · Bynx Orlando
Listening Room Holiday Benefit at Northwest Square
Sun, Dec 14, 2:00 PM
DeLand · Northwest Square
Listening Room Holiday Benefit at Northwest Square
Sun, Dec 14, 2:00 PM
DeLand · Northwest Square
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CFWA December Holiday Party at Conrad Orlando at Evermore
Tuesday at 6:30 PM
Orlando · Conrad Orlando at Evermore
Sales end soon
CFWA December Holiday Party at Conrad Orlando at Evermore
Tuesday at 6:30 PM
Orlando · Conrad Orlando at Evermore
Dinner with New Friends: Ocoee | Christians Edition
Fri, Dec 5, 7:00 PM + 12 more
Ocoee · Restaurant of the Week
Dinner with New Friends: Ocoee | Christians Edition
Fri, Dec 5, 7:00 PM + 12 more
Ocoee · Restaurant of the Week
Paint Your Pet Holiday Ornament Class
Sun, Dec 14, 2:00 PM
Orlando · Harry P. Leu Gardens
Paint Your Pet Holiday Ornament Class
Sun, Dec 14, 2:00 PM
Orlando · Harry P. Leu Gardens
Annual Parish Christmas Concert: Christmas Peace
Thu, Dec 4, 6:00 PM
Wildwood · St. Vincent de Paul Catholic Church
Annual Parish Christmas Concert: Christmas Peace
Thu, Dec 4, 6:00 PM
Wildwood · St. Vincent de Paul Catholic Church
Awakening Wellness Holy Fire Reiki & Sound Healing Experience
Sun, Dec 21, 1:11 PM
Clermont · Au Naturale Spa and Wellness
Awakening Wellness Holy Fire Reiki & Sound Healing Experience
Sun, Dec 21, 1:11 PM
Clermont · Au Naturale Spa and Wellness
Somatic Breathwork Journey on Renewal and Reflection
Sat, Dec 6, 6:00 PM
Orlando · Studio SOUL
Somatic Breathwork Journey on Renewal and Reflection
Sat, Dec 6, 6:00 PM
Orlando · Studio SOUL

Trends in The Villages

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