Editor’s Note: The above video is from a previous year.
Though jack-o’-lanterns may still be out on porches, one of Chicago’s popular winter holiday events opens in less than a month.
Winterland at Gallagher Way in Chicago’s Wrigleyville neighborhood opens for the 2025 season on November 23.
Running through December 31, Winterland at Gallagher Way is open from 3 p.m. to 9 p.m. Monday through Thursday, 11 a.m. to 10 p.m. Friday and Saturday, and 11 a.m. to 7 p.m. Sunday.
Special hours on Thanksgiving, Christmas Eve, Christmas Day, New Year’s Eve and select days during winter break can be found here.
Admission to the event is free and tickets are not required.
Patrons can purchase access to the holiday train and ice rink, merchandise from the Wrigleyville Christkindlmarket, food, drinks, and photobooth pictures at the event.
The ice rink will stick around after the Winterland closes, through February 15.
Skates can be rented for $16, or you can bring your own. Access to the rink costs $8.
Those hoping to visit Santa’s Workshop should wait to visit the Winterland until the workshop opens November 28. The workshop is open Fridays from 4 p.m. to 9 p.m. and Saturday and Sunday from 11 a.m. to 5 p.m.
The Tree Lighting Ceremony will take place at 6 p.m. December 5, featuring local music performers and giveaways.

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