Holiday trolley Events and Things to do in Oak Park, IL
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Sat, Dec 19, 6:30 PM
Old Town Triangle · 230 W North Ave
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Sat, Dec 19, 6:30 PM
Old Town Triangle · 230 W North Ave
Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season
Sat, Nov 28, 4:00 PM + 55 more
Near North Side · Headquarters Beercade
Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season
Sat, Nov 28, 4:00 PM + 55 more
Near North Side · Headquarters Beercade
Victorian Holiday Card Craft Kit To-Go
Tue, Nov 3, 8:30 AM
Center · DuPage County Historical Museum & Wheaton Park District Administration Building
Victorian Holiday Card Craft Kit To-Go
Tue, Nov 3, 8:30 AM
Center · DuPage County Historical Museum & Wheaton Park District Administration Building
Crawl to Christkindlmarket: A Holiday Pub Crawl to Christkindlmarket
Fri, Nov 27, 4:00 PM + 14 more
River North · River North's BEST Bars On Your Way to Christkindlmarket
Crawl to Christkindlmarket: A Holiday Pub Crawl to Christkindlmarket
Fri, Nov 27, 4:00 PM + 14 more
River North · River North's BEST Bars On Your Way to Christkindlmarket
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series
Sun, Dec 6, 12:00 PM
West Town · Goose Island Taproom
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series
Sun, Dec 6, 12:00 PM
West Town · Goose Island Taproom
Holiday Hope: Thanksgiving & Christmas Meals for the Homeless
Tomorrow at 1:00 AM + 114 more
Heart of Chicago · Milieu by DPS
Holiday Hope: Thanksgiving & Christmas Meals for the Homeless
Tomorrow at 1:00 AM + 114 more
Heart of Chicago · Milieu by DPS
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Sat, Dec 12, 10:00 AM
Lakeview · 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
Lakeview · Wrigleyville's Best Bars TBA
Chicago - Holiday Cocktail Tasting Festival - November 14
Sat, Nov 14, 2:30 PM
River North · Hubbard Inn
Chicago - Holiday Cocktail Tasting Festival - November 14
Sat, Nov 14, 2:30 PM
River North · Hubbard Inn
FashionCamp: WINTER HOLIDAY EDITION 2026
Sat, Dec 12, 10:00 AM
Kinzies Addition · FashionBar (Level 3)
FashionCamp: WINTER HOLIDAY EDITION 2026
Sat, Dec 12, 10:00 AM
Kinzies Addition · FashionBar (Level 3)
Kings Rosemont Holiday Showcase | Wednesday, September 16th
Wed, Sep 16, 5:00 PM
Riverview · Kings Dining & Entertainment
Kings Rosemont Holiday Showcase | Wednesday, September 16th
Wed, Sep 16, 5:00 PM
Riverview · Kings Dining & Entertainment
Hands-On Backyard Hero BBQ Class - Holiday Meats | Downers Grove, IL
Sun, Nov 1, 11:00 AM
Belmont · Wannemaker's Home & Garden
Hands-On Backyard Hero BBQ Class - Holiday Meats | Downers Grove, IL
Sun, Nov 1, 11:00 AM
Belmont · Wannemaker's Home & Garden
The Shops - Holiday Edition #1
Sat, Dec 12, 11:00 AM
Kinzies Addition · Water Tower Place (Level 3 Next to JJill and White House Black Market)
The Shops - Holiday Edition #1
Sat, Dec 12, 11:00 AM
Kinzies Addition · Water Tower Place (Level 3 Next to JJill and White House Black Market)
