Rally the corgi has sniffed out the Christmas events for kids in Wheeling for 2026, all from the Wheeling Park District. Sunday, December 6, is the big day: Santa’s Breakfast at Chevy Chase Country Club in the morning and the free Holiday Hoopla at the Community Recreation Center that afternoon. On Friday, December 11, families build gingerbread houses together. We check every date on the host’s own website or an official tourism calendar and link straight there. For the rest of the state, see our Illinois Christmas events for kids guide.
What Rally found in Wheeling
- 3 Christmas events for kids in Wheeling
- Santa’s Breakfast: Sunday, December 6, 10 am to noon, Chevy Chase Country Club
- Holiday Hoopla: December 6, 1 to 3 pm, free, with Santa photos
- Gingerbread Family Challenge: Friday, December 11, 6:30 pm
- Every date checked on an official calendar on Nov 11
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Free Christmas events for kids in Wheeling
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Holiday Hoopla
- When: Sunday, December 6, 2026, 1 to 3 pm
- Where: Wheeling Park District Community Recreation Center, 100 Community Blvd, Wheeling, IL 60090 (opens in maps)
- Cost: Free
- Ages: Kids and families
Expand to see the parent tip
Holiday Hoopla is the Park District’s free afternoon party at the Community Recreation Center, with kids’ crafts, games and photos with Santa.
The first 300 children through the door take home a goodie bag, so the early crowd gets the prize.
Parent tip: Arrive right at 1 pm if you want one of the 300 goodie bags. Drop a letter in the Letters to Santa mailbox at the entrance while you are there.
- Host
- Wheeling Park District (opens in a new tab)
- Address
- Wheeling Park District Community Recreation Center, 100 Community Blvd, Wheeling, IL 60090 (opens in maps)
- Confirmed
- On the host’s page, checked
New Wheeling events every week
Rally researches Christmas events in Wheeling daily and updates this page with new events. Enter your email to get a weekly update with new events in Wheeling.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Rally’s Christmas research
Rally the corgi has 2 more Wheeling events researched for you.
- New events every week We research new events daily and send you one email a week with the new ones we find in Wheeling.
- Exclusive access to free events Find the free Christmas events in Wheeling before they fill up.
- Unlock the filters Find Santa visits, free events and weekend plans in one tap.
- Rally’s Christmas Eve Express and a free advent calendar Get early access to Rally the corgi’s Christmas Eve tracker, plus a free digital advent calendar to count down to Christmas.
- One-tap add to calendar Save any event to your Google, Apple or Outlook calendar so you never miss it.
Coming up on this page
- 2 Santa
- 1 Free
Enter your email to get new Christmas events in Wheeling every week.
Ticketed and paid Christmas events for kids in Wheeling
Admission, tickets or a fee apply. Where a host has not posted a price yet, the listing says so.
Event hosts: free events are listed first. The #1 spot puts your event at the top of this page.Inquire about the #1 spotAdd your event for free
Breakfast with Santa
Santa's Breakfast at Chevy Chase Country Club
- When: Sunday, December 6, 2026, 10 am to noon
- Where: Chevy Chase Country Club, 1000 N Milwaukee Ave, Wheeling, IL 60090 (opens in maps)
- Cost: Adults $58.95, kids 6 to 17 $39.95, kids 5 and under free
- Ages: All ages; children must come with an adult
Expand to see the parent tip
The Wheeling Park District hosts its holiday breakfast in the clubhouse at Chevy Chase Country Club, the district’s own golf course on Milwaukee Avenue.
Families sit down to a full breakfast and then line up for photos with Santa. Every child needs an adult along, and little ones 5 and under eat free.
Parent tip: This breakfast has sold out quickly in past years, so book as soon as you know your plans. Then drive ten minutes south for Holiday Hoopla in the afternoon.
- Host
- Wheeling Park District (opens in a new tab)
- Address
- Chevy Chase Country Club, 1000 N Milwaukee Ave, Wheeling, IL 60090 (opens in maps)
- Confirmed
- On the host’s page, checked
New Wheeling events every week
Rally researches Christmas events in Wheeling daily and updates this page with new events. Enter your email to get a weekly update with new events in Wheeling.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
Gingerbread building
Gingerbread Family Challenge
- When: Friday, December 11, 2026, 6:30 to 8:30 pm
- Where: Wheeling Park District Community Recreation Center, 100 Community Blvd, Wheeling, IL 60090 (opens in maps)
- Cost: $40 to $48 per family; registration is per family
- Ages: Families
Expand to see the parent tip
Families team up to build and decorate one gingerbread house together, with a few playful challenges thrown in along the way.
A hot cocoa bar keeps everyone going, and registration covers the whole family rather than each person.
Parent tip: Register ahead, since spots are limited by family. Bring a box or tray to carry your house home without cracking the roof.
- Host
- Wheeling Park District (opens in a new tab)
- Address
- Wheeling Park District Community Recreation Center, 100 Community Blvd, Wheeling, IL 60090 (opens in maps)
- Confirmed
- On the host’s page, checked
New Wheeling events every week
Rally researches Christmas events in Wheeling daily and updates this page with new events. Enter your email to get a weekly update with new events in Wheeling.
Free. Unsubscribe anytime. Privacy policy (opens in a new tab)
We check every event above on the host’s own page for the date, time and cost, plus the things parents ask about, like sign-ups and ages. Looking for a Santa train instead? Those are on our Illinois Christmas train rides page.
See every event on a December calendar
Plan your December
When each Wheeling Christmas event for kids happens
Make Sunday, December 6, a Santa double: breakfast at Chevy Chase Country Club at 10 am, then the free Holiday Hoopla at the Community Recreation Center from 1 pm. Save Friday, December 11, for the gingerbread build.
- Holiday HooplaWheeling · Dec 6
- Santa's Breakfast at Chevy Chase Country ClubWheeling · Dec 6
- Gingerbread Family ChallengeWheeling · Dec 11
Looking further afield? Our Illinois Christmas events for kids guide lists every confirmed event in the state, and we have city guides for Arlington Heights, Lake Zurich, Schaumburg and South Barrington. The national search sorts every event by distance from your town.
A story for the drive home
A morning with Santa or an evening of holiday stories tends to end the same way: tired kids, a long drive and one more book before bed. Our picture book follows Rally the corgi on his first train ride to see his grand-paw-rents, and every page is painted by hand. If your family is spending December missing someone, it was written for that too. For the car, print our free corgi and train coloring pages.
A bedtime story after seeing SantaRally Takes the Train is a five-minute rhyming picture book about a corgi’s first ride on a California train, hand-painted in watercolor. $16.99 on Amazon, ages 0 to 8.
Buy on AmazonKeep the Christmas magic going: track Rally the corgi on Christmas Eve, print free Christmas coloring pages, learn how to say Merry Christmas in 100+ languages, find train museums to visit with kids, or browse Christmas events in every Illinois city.
Wheeling Christmas events for kids: questions parents ask
What are the best Christmas events for kids in Wheeling this year?
Rally Takes the Train has confirmed 3 Christmas events for kids in Wheeling for 2026, all run by the Wheeling Park District: Santa’s Breakfast and Holiday Hoopla on December 6, and the Gingerbread Family Challenge on December 11.
When is Santa's Breakfast in Wheeling in 2026?
Sunday, December 6, 2026, from 10 am to noon at Chevy Chase Country Club, 1000 N Milwaukee Avenue. Kids 6 to 17 are $39.95, adults $58.95 and kids 5 and under eat free.
Is Holiday Hoopla free?
Yes. Holiday Hoopla on December 6, 2026, from 1 to 3 pm at the Community Recreation Center is free, with crafts, games, Santa photos and goodie bags for the first 300 kids.
Where can kids meet Santa in Wheeling?
At Santa’s Breakfast on the morning of December 6 and at the free Holiday Hoopla that afternoon.
Who do I contact about Wheeling holiday events?
The Wheeling Park District at marketing@wheelingparkdistrict.com or (847) 465-3333.
Are there Christmas train rides for kids in Illinois?
Yes. Santa trains and holiday train rides have their own guide: Rally Takes the Train’s Illinois Christmas train rides page.
How do you confirm these events?
We list an event only after we find this season’s date on the host’s own website or an official city or tourism calendar. We last checked Wheeling on November 11, 2026. Rally is also contacting each organizer to confirm details like parking, restrooms and bad-weather plans.
Event names belong to their hosts. Rally Takes the Train is a family picture book and is not affiliated with, sponsored by or endorsed by any host listed here. Confirm dates, times and prices on each host’s own site before you go.