Holiday Events and Things to do in Winnetka, IL
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series
Sun, Dec 6, 12:00 PM
Chicago · Goose Island Taproom
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series
Sun, Dec 6, 12:00 PM
Chicago · Goose Island Taproom
3rd Annual Christmas in July Arts & Crafts Fair by Artisan Markets
Sat, Jul 25, 10:00 AM
Itasca · Springbrook Nature Center
3rd Annual Christmas in July Arts & Crafts Fair by Artisan Markets
Sat, Jul 25, 10:00 AM
Itasca · Springbrook Nature Center
Holiday House Artisan & Vintage Market Series
Sat, Jul 11, 10:00 AM
McHenry · Holiday House McHenry Illinois
Holiday House Artisan & Vintage Market Series
Sat, Jul 11, 10:00 AM
McHenry · Holiday House McHenry Illinois
Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season
Sat, Nov 28, 4:00 PM + 55 more
Chicago · Headquarters Beercade
Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season
Sat, Nov 28, 4:00 PM + 55 more
Chicago · Headquarters Beercade
Daily Stoic Live | Onstage with Ryan Holiday
Wed, Aug 19, 7:00 PM
Chicago · Gateway Theater at Copernicus Center
Daily Stoic Live | Onstage with Ryan Holiday
Wed, Aug 19, 7:00 PM
Chicago · Gateway Theater at Copernicus Center
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Sat, Dec 12, 10:00 AM
Chicago · Wrigleyville's Best Bars TBA
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Sat, Dec 12, 10:00 AM
Chicago · Wrigleyville's Best Bars TBA
Father's Day Celebration Saturday | June 13, 2026 (State Street)
Sat, Jun 13, 1:00 PM
Chicago · Macy's State Street
Father's Day Celebration Saturday | June 13, 2026 (State Street)
Sat, Jun 13, 1:00 PM
Chicago · Macy's State Street
Selling Fast - Just Because 2026 Chicago Summer Holiday Bar Crawl
Sat, Jun 20, 4:00 PM
Chicago · Lincoln Park, River North, Wicker Park Bars All Access
Selling Fast - Just Because 2026 Chicago Summer Holiday Bar Crawl
Sat, Jun 20, 4:00 PM
Chicago · Lincoln Park, River North, Wicker Park Bars All Access
MEMORIAL MAYHEM WEEKEND BAR CRAWL (10+ BAR/CLUBS INCLUDED) 2 DAYS OF PARTY!
Sat, May 23, 12:00 PM
Chicago · Bandit
MEMORIAL MAYHEM WEEKEND BAR CRAWL (10+ BAR/CLUBS INCLUDED) 2 DAYS OF PARTY!
Sat, May 23, 12:00 PM
Chicago · Bandit
