Winterland at Gallagher Way
Visitors can experience holiday attractions including Christkindlmarket Wrigleyville, Santa's Workshop, and the Gallagher Ice Rink. Guests can also hop aboard the Holiday Train to ride through the Wrigley Field Concourse or watch holiday films displayed on the video board. Food, beverages, photo ops, and specialty merchandise are available across the grounds.
Nov 20 – Dec 31, 2026 All ages
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Plan Your Visit
Tickets
Admission to Gallagher Way, including Christkindlmarket Wrigleyville, is free and does not require tickets. The Holiday Train is $5 per ticket. Gallagher Ice Rink access is $8; the rink FAQ specifies admission is $8 for ages 13 and older and free for children 12 and younger. Skate rental is $16; skate aids are $10 per hour. Other on-site purchases include the holiday train, rink, market merchandise, international food and beverage, and photobooth pictures.
Hours
Regular Winterland hours: Monday through Thursday 3–9 p.m.; Friday and Saturday 11 a.m.–9 p.m.; Sunday 11 a.m.–7 p.m. Special hours: November 26, December 24 and December 31, 11 a.m.–4 p.m.; December 22, 23, 29 and 30, 11 a.m.–9 p.m.; closed December 25. Santa's Workshop: Fridays 4–9 p.m.; Saturdays and Sundays 11 a.m.–5 p.m. on its listed dates. Toyota Movie Nights are at 7 p.m. on December 3, 10 and 17.
Neighborhood
Wrigleyville
Food & Drink
International food and beverages are available for purchase at Winterland; alcohol can be purchased and consumed inside the event, but outside alcohol is prohibited.
Parking
Parking is available at the Toyota Camry lot, 1126 W. Grace St., starting at $15, and VIP parking at the Toyota Highlander lot, 1088 W. Waveland Ave., starting at $30. Parking can be purchased in advance or on-site and is subject to availability. The rink FAQ specifies hourly starting prices and lot opening times.
Accessibility
The Gallagher Ice Rink is ADA accessible; patrons needing assistance must check in with a staff member.
Pets
Pets are welcome at Santa's Workshop on Sundays. Pets are not allowed on the ice rink.
Location
Local Insight & Ratings
Family Friendly
Best For
Families and holiday-market visitors
Vibe
Festive and family-friendly
Energy Level
Moderate
Photo Friendly
High
Weather Sensitivity
High
Tips & Advice
- Bring your own skates if preferred, but leave speed skates at home; rental skates cost $16, and socks are required with rentals.
- Use a credit card or Apple Pay for rink purchases because the Gallagher Ice Rink is cashless.
- Keep bags and backpacks no larger than 16 × 16 × 18 inches; larger ones are prohibited at Winterland.
- Consider buying parking in advance, since the listed lots are subject to availability and can also be purchased on-site.
- Open skating has no timed sessions, but can close for special programming or private events; skaters 12 and younger must have an adult with them.
Special Events & Promotions
- Admission to Gallagher Way, including Christkindlmarket Wrigleyville, is free.
- Children 12 and younger skate free; rink admission applies to ages 13 and older.
- Winterland is closed on Christmas Day; Thanksgiving, Christmas Eve and New Year's Eve have special hours, as do December 22, 23, 29 and 30.
- Santa's Workshop runs on Fridays, Saturdays and Sundays from November 27 through December 20.
- Toyota Movie Nights take place on select Thursdays in December.
Links & Contact
Run by Hickory Street Capital Plaza & Building Operations
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their website.
Frequently Asked Questions
Is Winterland suitable for children?
The event is described as fun for all ages; Santa’s Workshop is open to all family members, and all ages may ride the Holiday Train.
Do I need to book admission to Winterland?
General admission to Gallagher Way does not require tickets. Reserve ahead for Globes on the Terrace and wreath workshops; workshop spots fill up fast.
What can I do at Winterland?
Browse Christkindlmarket Wrigleyville, visit Santa’s Workshop, skate, ride the Holiday Train, or watch holiday films on the video board.
What food and drinks are available?
International food and beverages are available for purchase. Lucky Lodge serves seasonal beers and hot cider, and Mistletoe has a holiday cocktail and food menu.
What should I know before skating?
Children 12 and younger must skate with an adult, socks are required with rental skates, and the rink is ADA accessible; handicapped patrons should check in with staff.
Browse Christmas in Chicago
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.