Illustration of neighbours admiring a cottage yard full of lit snowmen and candy canes (Lollipop Lane)
Christmas Lights

Lollipop Lane

Presented by the Wheeling Historical Society, this community tradition invites both adults and children to celebrate the holiday season. Children can meet Santa and have their picture taken with him. Visitors can also browse and purchase homemade cookies along with commemorative ornaments.

Dec 4 – Dec 13, 2026 All ages

Website / Tickets

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Plan Your Visit

Tickets

Children can have their picture taken with Santa for free. Homemade cookies and a 2025 ornament are for sale.

Hours

Saturdays and Sundays 2pm-5pm; Fridays 6pm-8pm.

Food & Drink

Homemade cookies are available for purchase.

Location

See it and nearby events on the map
Chamber Park Community Center · 131 North Wolf Road, Wheeling, IL Get Directions

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 🎄 (5/5)

Best For

Families with young children

Vibe

Festive and welcoming

Energy Level

Low

Photo Friendly

High

Weather Sensitivity

Low

Tips & Advice

  • Choose one of the listed sessions: Fridays run 6–8 p.m., while Saturdays and Sundays run 2–5 p.m.
  • Arrive with children ready to meet Santa, since free pictures are part of the event.
  • Bring spending money if you want homemade cookies; the event lists them for sale.
  • Decide in advance whether you want to buy cookies, so you can make time to browse during your visit.

Links & Contact

Run by Village of Wheeling

Website / Tickets

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

Who is Lollipop Lane for?

Adults and kids are both welcome. The Wheeling Historical Society puts it on every December for children.

Can kids get a picture with Santa?

Yes. Children can have their picture taken with Santa for free.

Is there anything to eat?

Yes, homemade cookies are for sale.

Who runs Lollipop Lane?

The Wheeling Historical Society hosts it at the Chamber Park Community Center as one of its regular yearly events.

Browse Christmas in Wheeling

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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.

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