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Winter holiday events in Rosemont, IL

Family Pictures with Santa & Mrs.Claus
Saturday at 10:00 AM + 31 more
Homewood · 2425 183rd St
Family Pictures with Santa & Mrs.Claus
Saturday at 10:00 AM + 31 more
Homewood · 2425 183rd St
Wine Tasting at The Christmas Inn
Saturday at 5:00 PM
Chicago · Hubbard Inn
Wine Tasting at The Christmas Inn
Saturday at 5:00 PM
Chicago · Hubbard Inn
Hot Flash Holiday Bash - A Dance Party For Connections For The Homeless
Fri, Dec 5, 6:00 PM
Evanston · American Legion, Post 42
Hot Flash Holiday Bash - A Dance Party For Connections For The Homeless
Fri, Dec 5, 6:00 PM
Evanston · American Legion, Post 42
Majewski Family Christmas
Wed, Dec 24, 4:00 PM
Downers Grove · 5715 Elinor Ave
Majewski Family Christmas
Wed, Dec 24, 4:00 PM
Downers Grove · 5715 Elinor Ave
The Holiday Hop ~ Old Town's Christmas Crawl
Sat, Dec 6, 12:00 PM
Chicago · Utopian Tailgate
The Holiday Hop ~ Old Town's Christmas Crawl
Sat, Dec 6, 12:00 PM
Chicago · Utopian Tailgate
Selling quickly
Burning Red’s 3rd Annual Christmas Birth-TAY Bash
Sat, Dec 13, 7:00 PM
Chicago · Theater on the Lake
Selling quickly
Burning Red’s 3rd Annual Christmas Birth-TAY Bash
Sat, Dec 13, 7:00 PM
Chicago · Theater on the Lake
Meditative Yoga: Winter Session
Tue, Jan 13, 7:00 PM
Wheaton · The Theosophical Society in America
Meditative Yoga: Winter Session
Tue, Jan 13, 7:00 PM
Wheaton · The Theosophical Society in America
Sleigh All Night
Fri, Dec 26, 10:00 PM
Chicago · Hubbard Inn
Sleigh All Night
Fri, Dec 26, 10:00 PM
Chicago · Hubbard Inn
Newport Theater Camp: Winter Act Development Courses
Chicago · The Newport Theater
Newport Theater Camp: Winter Act Development Courses
Chicago · The Newport Theater
2026 Chicago Winter Tequila Tasting Festival (February 14)
Sat, Feb 14, 2:30 PM
Chicago · King's
2026 Chicago Winter Tequila Tasting Festival (February 14)
Sat, Feb 14, 2:30 PM
Chicago · King's
Final Full Moon of 2025: Cold Full Moon Soundbath
Thu, Dec 4, 7:00 PM
Aurora · 1222 Private Events
Final Full Moon of 2025: Cold Full Moon Soundbath
Thu, Dec 4, 7:00 PM
Aurora · 1222 Private Events
Nearly full
APC Holiday Market Vendor Registration
Sat, Dec 20, 8:00 AM
Waukegan · American Place Casino
Nearly full
APC Holiday Market Vendor Registration
Sat, Dec 20, 8:00 AM
Waukegan · American Place Casino
MUNSTER | Santa's Doughnut Workshop - Sunday, Dec 14th
Munster · Parlor Doughnuts
MUNSTER | Santa's Doughnut Workshop - Sunday, Dec 14th
Munster · Parlor Doughnuts
Winter Wonderland West Loop Bar Crawl
Sat, Dec 20, 4:00 PM
Chicago · Carbon
Winter Wonderland West Loop Bar Crawl
Sat, Dec 20, 4:00 PM
Chicago · Carbon
Pawlidays Market
Sat, Dec 13, 11:00 AM
Chicago · Pup Social
Pawlidays Market
Sat, Dec 13, 11:00 AM
Chicago · Pup Social
Vox Venti With Guest Conductor Tim Lambert Presents "Guard My Tongue"
Sat, Dec 6, 7:30 PM
Chicago · Wicker Park Lutheran Church
Vox Venti With Guest Conductor Tim Lambert Presents "Guard My Tongue"
Sat, Dec 6, 7:30 PM
Chicago · Wicker Park Lutheran Church
Spice Up Your Winter Pepper Soup (Pepper Pot) :Water Side Market Place
Sun, Dec 7, 2:00 PM
Chicago · 2150 S Canalport Ave
Spice Up Your Winter Pepper Soup (Pepper Pot) :Water Side Market Place
Sun, Dec 7, 2:00 PM
Chicago · 2150 S Canalport Ave
The Official BAD SANTA Christmas Bar Crawl – Chicago
Sat, Dec 20, 3:00 PM
Chicago · West Hubbard Street
The Official BAD SANTA Christmas Bar Crawl – Chicago
Sat, Dec 20, 3:00 PM
Chicago · West Hubbard Street
Santa Social
Sun, Dec 14, 10:30 AM
Glen Ellyn · The Playpen Glen Ellyn
Santa Social
Sun, Dec 14, 10:30 AM
Glen Ellyn · The Playpen Glen Ellyn
Coochies For XXXMAS
Thu, Dec 18, 6:00 PM
Chicago · Dorothy
Coochies For XXXMAS
Thu, Dec 18, 6:00 PM
Chicago · Dorothy

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