Winter is easing in, and with it comes a new lineup of reasons to brave the cold. Here are a few standout events worth bundling up for this weekend.
Soak up the sights and sounds of Deck the Green.
Burr Ridge starts the season on a lively note as Deck the Green returns with its holiday train, character visits, and annual tree lighting. Families can explore the Village Green as Santa and Mrs. Claus make their way through the crowd, while hot cocoa stations and costumed characters add to the festive atmosphere. The evening builds toward the lighting moment, when the park shifts into full holiday mode under the newly illuminated display. With free admission and plenty of kid-friendly stops, it's the perfect way to kick off the season.
Date: Nov. 21
Time: 5–7 p.m.
Cost: Free
Location: Burr Ridge Village Center, 701 Village Center Dr., Burr Ridge
More Info: burrridgeentertainment.com
Browse and support the Craft Show & Bake Sale.
This long-running craft show packs more than 90 makers into one accessible community event, offering everything from seasonal décor to handmade gifts. Visitors can browse the booths, try their luck at the instant and grand raffles, and stop by the snack bar for homemade soup before picking up desserts at the bake sale. All proceeds support the Ray Graham Association, giving the afternoon's shopping a charitable boost.
Date: Nov. 22
Time: 9 a.m.–3 p.m.
Cost: Free
Location: Highlands Middle School, 1850 W. Plainfield Rd., La Grange
More Info: facebook.com
Start your holiday prep at the Handmade Market.
The Handmade Market brings together Chicago-area crafters and artisans for an evening of shopping, socializing, and early holiday prep. Guests can browse a curated mix of handmade goods while enjoying a fun and lively atmosphere that makes the event as much a night out as a shopping trip. Now in its 25th year, the market continues to support the club's community efforts through its General Fund, making it a feel-good stop before the holiday rush kicks in.
Date: Nov. 21
Time: 4–10 p.m.
Cost: Free
Location: Downers Grove Moose Lodge, 1030 Warren Ave., Downers Grove
More Info: downtowndg.org
Ring in the season at the Tree Lighting Ceremony.
Chicago's annual Tree Lighting Ceremony returns to Millennium Park, marking the start of the holiday season with the illumination of the city's official Christmas tree. The event features multiple viewing areas, festive food options, and a main stage along Washington Street where guests can take in live entertainment before the lighting of the tree.
Date: Nov. 21
Time: 5–7 p.m.
Cost: Free
Location: Millennium Park, 201 E. Randolph St.
More Info: chicago.gov
Discover handmade goods at Mercadito.
Mercadito brings together local artisans, small businesses, and neighborhood makers for a community-centered shopping experience. Visitors can browse handcrafted goods ranging from jewelry and artwork to home décor, baked items, and personal accessories, with each vendor representing the creativity and cultural traditions of Rogers Park. This year's event includes free gift wrapping (donations welcome) and complimentary ponche while supplies last.
Date: Nov. 22
Time: 10 a.m.–3 p.m.
Cost: Free
Location: GROW/PROGRESANDO, 7056 N. Clark St.
More Info: business.rpba.org
Watch the magic of the Wintrust Magnificent Mile Lights Festival.
The Wintrust Magnificent Mile Lights Festival brings its signature blend of parade spectacle and holiday cheer to Michigan Avenue. The nighttime procession features illuminated floats, marching bands, and special appearances from Mickey Mouse, Minnie Mouse, and other familiar characters from Walt Disney World Resort. More than a million lights brighten the surrounding trees, creating one of the city's most recognizable seasonal displays.
Date: Nov. 22
Time: 11 a.m.–7 p.m.
Cost: Free
Location: Pioneer Court, 625 N. Michigan Ave.
More Info: themagnificentmile.com
Support your local filmmaker at the Film Workers' Holiday Market.
The Film Workers' Holiday Market highlights local makers connected to Chicago's film community, offering a varied selection of handcrafted goods, artwork, and creative items. The market provides space for behind-the-scenes industry professionals, like designers, crafters, and visual artists, to share their work in one place. Visitors can browse unique gifts, support independent creators, and meet members of the city's production scene. The event functions as both a festive shopping opportunity and a look into the creative talent that contributes to Chicago's film ecosystem.
Date: Nov. 22
Time: 12–5 p.m.
Cost: Free
Location: CineCity Studios, 2429 W. 14th St.
More Info: facebook.com
Explore tradition at JASC Holiday Delight & Komodo Matsuri.
This event offers a full day of cultural programming, artisan shopping, and family-friendly activities rooted in Japanese American traditions. Visitors can explore vendor booths featuring handcrafted goods, enjoy performances highlighting music and dance, and sample food prepared by community partners. The event blends holiday celebration with cultural heritage, creating an accessible environment for longtime supporters and first-time attendees alike.
Date: Nov. 22
Time: 10 a.m.–4 p.m.
Cost: Free
Location: Japanese American Service Committee (JASC), 5700 N. Lincoln Ave.
More Info: jasc-chicago.org