Holiday Events on Chicago's North Shore
Photo: Holiday & NYE Festivities on Chicago's North Shore

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Holiday & NYE Events

Get in the holiday spirit with endless festivities on Chicago’s North Shore. Discover tree lightings, light shows, holiday performances, holiday shopping events, breakfasts with Santa, art shows and expos, New Year’s Eve celebrations and more below.

 

 

14
Nov

Central Street Holiday Stroll & Tree Lighting

November 14, 2026
Light the way to your holidays on Central Street. Our shops are filled with treasures... MORE
12
Nov

The Grove Holiday Market

November 12, 2026 - November 15, 2026
The Grove Heritage Association Holiday Market, November 13-16. Inside the Redfield Es... MORE
20
Nov

Woman's Club of Evanston Holiday Bazaar

November 20, 2026 - November 22, 2026
The Holiday Bazaar is a juried holiday art and gift show organized for more than 20 y... MORE
28
Nov

Holly Jolly Fest & Tree Lighting

 November 28, 2026
Join us at Holly Jolly Fest as we kick off the holiday season in a winter wonderland ... MORE
28
Nov

Holiday in the Park & Parade

 November 28, 2026
Join us as we kick-off the holiday season with our annual Holiday in the Park & P... MORE
2
Dec

Chanukah: Songs of Light featuring Noah Aronson & The Or Collective

 December 2, 2026
Celebrate the Festival of Lights with Noah Aronson & The Or Ensemble! One of the ... MORE
3
Dec

Christmas with Cantus - Lessons and Carols from our Time

 December 3, 2026
As one of the nation’s few full-time vocal ensembles, Cantus has come to promin... MORE
5
Dec

Downtown Evanston Holiday Light Celebration

December 5, 2026
All families, friends, and neighbors are invited to Fountain Square in Downtown Evans... MORE
6
Dec

Jingle Bell Jam! Joyful sing-alongs featuring the Jam Orchestra

 December 6, 2026
Bring the whole family to Jingle Bell JAM!, a lively holiday concert where the audien... MORE
6
Dec

Wheeling Park District's Holiday Hoopla

 December 6, 2026
Celebrate the holidays with the Wheeling Park District! Join us at the Community Recr... MORE
6
Dec

Wheeling Park District - Santa's Breakfast

 December 6, 2026
Celebrate the holidays with us! Join us at the Chevy Chase Country Club for a delicio... MORE
10
Dec

Downtown Evanston Warm Bevvy Walk

December 10, 2026
Celebrate what we love most about the season -- a special holiday mug filled with warm... MORE
11
Dec

Wheeling Park District's Gingerbread Family Challange

 December 11, 2026
Families will work together to build and decorate their very own gingerbread masterpi... MORE
28
Nov

Wheeling Park District - Letters to Santa

November 28, 2026 - December 12, 2026
The Wheeling Park District invites children to drop off letters to Santa’s mail... MORE
12
Dec

Palmhouse Holiday Market

December 12, 2026 - December 13, 2026
Join us for a two-day holiday market filled with local shopping, festive food and dri... MORE
12
Dec

A Charlie Brown Christmas featuring Chris White Trio and Choir - Multiple Shows

 December 12, 2026 - December 13, 2026
The Chris White Trio performs Vince Guaraldi's complete A Charlie Brown Christmas... MORE
4
Dec

Wheeling Park District - Lollipop Lane

 December 4, 2026 - December 13, 2026
Capture the magic of the holidays at Wheeling Historical Society & Museum’s... MORE
19
Dec

A Charlie Brown Christmas featuring Chris White Trio and Choir - Multiple Shows

December 19, 2026 - December 20, 2026
Experience a bit of nostalgia as The Chris White Trio and Choir performs Vince Guaral... MORE
28
Nov

We're Glad You're Here Holidays - Shop Local

 November 28, 2026 - December 20, 2026
Simple, happy, fun and retro activations to make you remember why it’s great to... MORE
22
Dec

A Charlie Brown Christmas featuring The Commercials

 December 22, 2026
Listen to jazz trio The Commercialists play Vince Guaraldi's A Charlie Brown Chri... MORE
27
Nov

Santa Photos in the Candy Cane Station

November 27, 2026 - December 24, 2026
The magic is back–capture the joy of the season with a special visit to Santa. ... MORE
20
Nov

It's a Wonderful Life: A Live Radio Play

November 20, 2026 - December 27, 2026
Oil Lamp Theater Experiences the audience favorite classic with unmatched holiday che... MORE
30
Dec

New Year’s Extravaganza Ben Kweller w. special guest Case Oats (2 Days) SRO

 December 30, 2026 - December 31, 2026
BK is back and he's not the same. Who could be after the heartbreak he's endu... MORE
13
Nov

Chicago Botanic Garden Lightscape

November 13, 2026 - January 3, 2027
An illuminated trail for enchanting winter nights. Embrace the spirit and beauty of t... MORE
13
Nov

Willow Hills Lights

November 13, 2026 - January 3, 2027
Willow Hill Lights is a drive thru holiday lights show back with bigger and better di... MORE
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