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Winter events in Sycamore, IL

Santa Maria 5k Run-Walk
Sun, Sep 7, 8:30 AM
1000 W Maple Ave
Santa Maria 5k Run-Walk
Sun, Sep 7, 8:30 AM
1000 W Maple Ave
The Dollz Spectra (presented by Showdoll Heaux-ductions): Winter Show
Sat, Dec 27, 9:30 PM
The Newport Theater
The Dollz Spectra (presented by Showdoll Heaux-ductions): Winter Show
Sat, Dec 27, 9:30 PM
The Newport Theater
2026 Chicago Winter Whiskey Tasting Festival (January 24)
Sat, Jan 24, 2:30 PM
Downtown Chicago
2026 Chicago Winter Whiskey Tasting Festival (January 24)
Sat, Jan 24, 2:30 PM
Downtown Chicago
2026 Chicago Winter Tequila Tasting Festival (February 14)
Sat, Feb 14, 2:30 PM
Downtown Chicago
2026 Chicago Winter Tequila Tasting Festival (February 14)
Sat, Feb 14, 2:30 PM
Downtown Chicago
Composition in the Field - Photography Workshop
Sat, Dec 6, 11:30 AM
Garfield Park Conservatory
Composition in the Field - Photography Workshop
Sat, Dec 6, 11:30 AM
Garfield Park Conservatory
Harvest Ball
Sat, Oct 18, 8:00 PM
Ballroom Dance Chicago
Harvest Ball
Sat, Oct 18, 8:00 PM
Ballroom Dance Chicago
Southside Critical Mass Chicago Bicycle Ride (1st Fridays)
Fri, Jul 4, 5:45 PM + 4 more
Nichols Park Plaza (South End by Fountain)
Southside Critical Mass Chicago Bicycle Ride (1st Fridays)
Fri, Jul 4, 5:45 PM + 4 more
Nichols Park Plaza (South End by Fountain)
Two Local Romance Authors
Fri, Jun 27, 7:00 PM
Lilliput Books
Two Local Romance Authors
Fri, Jun 27, 7:00 PM
Lilliput Books
Mardi Gras Ball
Tue, Feb 17, 7:00 PM
Ballroom Dance Chicago
Mardi Gras Ball
Tue, Feb 17, 7:00 PM
Ballroom Dance Chicago
Sales end soon
Flow State: Healing Through Creative Expression | Chris Mariano & HAIBAYÔ
Saturday at 11:00 AM
Haibayô
Sales end soon
Flow State: Healing Through Creative Expression | Chris Mariano & HAIBAYÔ
Saturday at 11:00 AM
Haibayô
Just added
Chicago Printers Guild Guided Tour: All for Print. Print for All.
Sat, Jul 19, 2:00 PM
Harold Washington Library Center, Chicago Public Library
Just added
Chicago Printers Guild Guided Tour: All for Print. Print for All.
Sat, Jul 19, 2:00 PM
Harold Washington Library Center, Chicago Public Library
Just added
Colvin Concerts: Petra van Nuis & Andy Brown Duo
Tue, Aug 19, 6:30 PM
Colvin House
Just added
Colvin Concerts: Petra van Nuis & Andy Brown Duo
Tue, Aug 19, 6:30 PM
Colvin House
WINTER WONDERLAND POP UP!
Sat, Dec 27, 11:00 AM
Kings Klothing Boutique
WINTER WONDERLAND POP UP!
Sat, Dec 27, 11:00 AM
Kings Klothing Boutique
Single N Minglin @ Era Social Club
Saturday at 5:00 PM
Era Social Club
Single N Minglin @ Era Social Club
Saturday at 5:00 PM
Era Social Club
Free Dinner Event : Beating Pain Naturally
Tue, Apr 29, 6:30 PM
Emmett's Brewing Company
Free Dinner Event : Beating Pain Naturally
Tue, Apr 29, 6:30 PM
Emmett's Brewing Company
Madison Comic Con Winter Show
Sun, Nov 16, 10:00 AM
Monona Terrace Community and Convention Center
Madison Comic Con Winter Show
Sun, Nov 16, 10:00 AM
Monona Terrace Community and Convention Center
Sales end soon
Retirement by Design Workshop
Saturday at 10:00 AM
8751 Lions Club Dr
Sales end soon
Retirement by Design Workshop
Saturday at 10:00 AM
8751 Lions Club Dr
First Fridays at Dialogue Wine Bar with DJ Dark Nite
Fri, Jul 4, 7:00 PM + 5 more
Dialogue, LLC
First Fridays at Dialogue Wine Bar with DJ Dark Nite
Fri, Jul 4, 7:00 PM + 5 more
Dialogue, LLC
FLOWER FEST: A Family Fun Fest!
Wed, Jun 25, 9:00 AM
Mitchell Park Horticultural Conservatory
FLOWER FEST: A Family Fun Fest!
Wed, Jun 25, 9:00 AM
Mitchell Park Horticultural Conservatory
Anthony Bruno Quartet
Fri, Jun 27, 8:00 PM
The North Street Cabaret
Anthony Bruno Quartet
Fri, Jun 27, 8:00 PM
The North Street Cabaret

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