Holiday Events and Things to do in Wilmette, IL
Daily Stoic Live | Onstage with Ryan Holiday
Wednesday at 7:00 PM
Jefferson Park · Gateway Theater at Copernicus Center
Daily Stoic Live | Onstage with Ryan Holiday
Wednesday at 7:00 PM
Jefferson Park · Gateway Theater at Copernicus Center
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
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Sat, Nov 28, 6:30 PM
Old Town Triangle · 230 W North Ave
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
Sat, Nov 28, 6:30 PM
Old Town Triangle · 230 W North Ave
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
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
Just Announced - Chicago - Wig Out For Summer Holiday Bar Crawl - June 25
Fri, Jun 25, 6:00 PM
Wicker Park · DSTRKT Bar & Grill
Just Announced - Chicago - Wig Out For Summer Holiday Bar Crawl - June 25
Fri, Jun 25, 6:00 PM
Wicker Park · DSTRKT Bar & Grill
Holiday Swing Social: Class + Social Dancing
Sat, Dec 19, 7:00 PM
South East Ravenswood · Ballroom Dance Chicago
Holiday Swing Social: Class + Social Dancing
Sat, Dec 19, 7:00 PM
South East Ravenswood · Ballroom Dance Chicago
Chicago Retro Holiday Singers Auditions
Wed, Aug 26, 7:00 PM
North Mayfair · Mayfair Presbyterian Church
Chicago Retro Holiday Singers Auditions
Wed, Aug 26, 7:00 PM
North Mayfair · Mayfair Presbyterian Church
Holiday Open House with Santa at Barrington’s White House
Sat, Dec 5, 11:00 AM
Fox Point North · Barrington's White House
Holiday Open House with Santa at Barrington’s White House
Sat, Dec 5, 11:00 AM
Fox Point North · Barrington's White House
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)
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)
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
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 31, 7:00 PM
Lakeview · Wrigleyville's Best Bars (full list in event details)
Wrigleyville Halloween Crawl - Chicago's BIGGEST Halloween Party
Sat, Oct 31, 7:00 PM
Lakeview · Wrigleyville's Best Bars (full list in event details)
Nancie Tobison Presents Home for the Holidays with BHS Alumni & Friends, 3p
Sat, Dec 19, 3:00 PM
Fox Point North · Barrington's White House
Nancie Tobison Presents Home for the Holidays with BHS Alumni & Friends, 3p
Sat, Dec 19, 3:00 PM
Fox Point North · Barrington's White House
The Shops - Holiday Edition #2 - Final 2026 Pop-up!
Sat, Dec 19, 11:00 AM
Kinzies Addition · Water Tower Place (Level 3 Next to JJill and White House Black Market)
The Shops - Holiday Edition #2 - Final 2026 Pop-up!
Sat, Dec 19, 11:00 AM
Kinzies Addition · Water Tower Place (Level 3 Next to JJill and White House Black Market)
