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.
What to Expect
Free photos with Santa and homemade holiday treats in Wheeling.
Event Details
Ages
All ages
Timed Entry
No
Organizer
Village of Wheeling
Food & Drink
Homemade cookies are available for purchase.
Local Insight & Ratings
Family Friendly
Best For
Families with young children
Vibe
Festive and welcoming
Energy Level
Low
Photo Friendly
High
Weather Sensitivity
Low
Location
Know Before You Go
- 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.
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.
Quick Actions
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.
More Christmas Events Near Wheeling
More Christmas Events near Wheeling
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.