Time for A Winter Stroll! 2022 Holiday Walks in Chicagoland

Outdoor Places to Go

It’s so exciting to look forward to all the 2022 holiday walks that are happening soon! What better way on a frosty evening to get in the holiday spirit than with a festive stroll amidst some beautifully crafted store-front windows and tree-lined streets, all magically lit with sparkling lights? Bundle up the family, grab some hot cocoa, and check out one (or more) of these outdoor holiday walks near you. It’ll feel great to get outside with kiddos, celebrate the beauty of the season, and get some holiday shopping in, too!

2022 Holiday Walks in Chicago’s Western Suburbs

Deck the Green: Holiday Festivities (Burr Ridge)
November 18, 2022 | 5:00 pm – 7:00 pm
Shop and stroll through the Village Center, listen to a holiday concert, meet and greet with Santa, and more kid-friendly fun.

City Centre Penguin Contest (Elmhurst)
Check back; 2022 info coming soon.
Look for over 100 plush penguins hidden in the windows of stores. Be sure to download the contest game card here.

Winter Lights at Central Park (Oak Brook)
November 24, 2022 – January 8, 2023 | 4:30 pm – 9:30 pm
Stroll through the beautifully lit scenic pathways and see dancing trees, inspirational signs, vibrant rainbow arches, and more.

Holiday Walk & Tree Lighting (Glen Ellyn)
November 25, 2022 | 5:00 pm – 8:30pm
An evening in downtown Glen Ellyn of shopping and holiday festivities. Seeing the decorated storefront windows, Santa, and the sparkling tree lighting event.

Holiday Parade of Lights (Naperville)
November 25, 2022 | 7:00 pm
Watch the parade in downtown Naperville under the lovely twinkling lights. After the parade, Santa and Mrs. Claus will make a visit inside the Naperville Public Library.

Holiday Homecoming Weekend (St. Charles)
November 25-26, 2022
Kick off the season with the lighting of the lights, a holiday tree trail, holiday movie, Santa’s house, and an electric Christmas parade.

Gingerbread House Contest (Downers Grove)
Check back; 2022 info coming soon.
Families will appreciate the colorfully crafted gingerbread houses displayed all throughout downtown Downers Grove as part of this annual tradition.

Reindeer on Parade & Christmas Window Walk (Wheaton)
Check back; 2022 info coming soon.
Check out all the festive painted windows and adorably decorated evergreen reindeer on display as you kick off the holiday season in downtown Wheaton.

Parade of Gingerbread Houses (Bloomingdale)
Check back; 2022 info coming soon.
Visit local businesses in the area, and then vote for your favorite gingerbread house.

Celebration of Lights Festival (Batavia)
Check back; 2022 info coming soon.
A walk down Christmas Tree Lane, hayrides, holiday crafts, ornament-making, music, tree lighting, and a visit with Santa rounds out this fun holiday tradition.

Tree Lighting in Wilder Park (Elmhurst)
December 1, 2022 | 5:30 pm
Annual holiday tree lighting event that includes a visit with Santa/Grinch, holiday music/games, and more.

Holiday Walk & Market (Clarendon Hills)
December 2, 2022 | 5:00 pm – 9:00 pm
Shop the local merchants on a festive evening that includes a tree lighting, strolling carolers, horse drawn carriage rides, roasted chestnuts, refreshments, a visit with Santa, and more.

Village Tree Lighting & Winter Wonderland (LaGrange Park)
December 2, 2022 | 6:00 pm – 7:00 pm
Gather with neighbors at Memorial Park as the tree is lit and walk through the festive winter wonderland lined with an array of decorated trees sponsored by local businesses.

Holiday Tree Lighting & Christmas Walk (Hinsdale)
Check back; 2022 info coming soon.
Celebrate the holiday season, visit all the local merchants, listen to live music, and see all the holiday characters.

Holiday Walk & Festival of Windows (Forest Park)
Check back; 2022 info coming soon.
Be a part of the magical holiday walk on Madison Street and catch the live window displays, horse-drawn carriage rides, balloon twisting, Santa & Mrs. Claus, and ice sculptures.

Winter Wonderland (Western Springs)
December 3, 2022
See all the beautifully decorated holiday trees, watch Santa arrive, listen to holiday music, take a hayride, and visit the petting zoo. Don’t miss the annual tree lighting.

Holiday Celebration (Brookfield)
December 3, 2022 | 2:00 pm – 6:00 pm
Downtown Brookfield celebration with food, drinks, wood carving, petting zoo, trolley rides, family activities, artwork display and musical entertainment!

Winterfest & Cookie Walk (Oak Park)
December 3, 2022 | 10:00 am – 3:00 pm
Enjoy a festive day in downtown Oak Park featuring a family movie, choir music/caroling, free cocoa/coffee and the annual cookie walk. You might catch a glimpse of St. Nicholas, too!

Joyful Traditions (Villa Park)
December 3, 2022 | 8:00 pm
Featuring Santa, character photo-ops (Mickey, the Grinch, Cat in the Hat,) trolley rides, petting zoo, pony rides, and more holiday cheer!

Holly Days (Westmont)
December 3, 2022 | 5:00 pm – 7:00 pm
All the downtown businesses will be open on this festive night featuring the Frosty & Friends parade, holiday treats, visits with Santa and more!

Hometown Holiday and Holiday Walk (La Grange)
Check back; 2022 info coming soon.
An annual tree lighting with festive activities and the arrival of Santa, too, all amongst the magnificently lit downtown shops.

Tree Lighting at City Hall (Wood Dale)
Check back; 2022 info coming soon.
Enjoy seasonal treats, holiday crafts, a visit with Santa, and fireworks, too.

Tree Lighting & Snowman Lane – Heritage Park (Homer Glen)
Check back; 2022 info coming soon.
After Santa lights the holiday display, stay for music, hot cocoa, and holiday costumed characters while you walk through the dazzling glow.

Holiday Lights in Lilacia Park (Lombard)
Check back; 2022 info coming soon.
A gorgeous annual holiday lights display illuminating Lilacia Park with magical light shows, tree decorations, gingerbread houses, and more.

Merry & Bright, A Victorian Christmas (Downers Grove)
December 10, 2022 | 3:00 pm
Learn about Victorian Christmas traditions, visit with Santa, stroll the park on a luminary walk, view holiday trees and warm up around a campfire. Enjoy Victorian-era carolers, too!

Red Sled Neighborhood Stroll (La Grange)
Check back; 2022 info coming soon.
See how many Red Sleds (and other surprises) you can spot as you stroll around the neighborhood!

If your holiday stroll got you in the mood for more walking, check out our Winter Hikes list for some beautiful spots to go hiking or cross country skiing! We love to see your winter adventures; tag us on social media!

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