Wallingford Holiday Stroll
holiday_markets_and_shopping

Artistic rendering โ€“ Event may differ

Wallingford Holiday Stroll

Holiday shopping stroll with discounts and Santa visits

About

Experience the magic of the Wallingford Holiday Stroll on December 5th! Local merchants along Center Street and surrounding areas will offer special discounts to kickstart your Christmas shopping. Enjoy festive treats, warm drinks, and a chance to meet Santa. Don't miss the cozy bonfire, a dazzling Christmas tree, and exciting raffles with fantastic prizes. It's a perfect night for the whole family to enjoy holiday cheer.

Our Take

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Holiday shopping and family fun

Vibe

Festive and community-oriented

Energy Level

Moderate

Budget

$

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Moderate

Special Events & Promotions

  • Special discounts from local merchants
  • Two raffles with gift card prizes
  • Meet Santa Claus
  • Cozy bonfire at the Gazebo
  • Festival of Trees

Tags

holiday marketSanta visitsfestive foodholiday shoppingfamily friendlycommunity celebrationseasonal activitieslocal shoppingartisanal products

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.

Location

Wallingford, CT
06492

Event Details

Pricing

$

Duration

5 hours

Ages

All ages

Neighborhood

Downtown Wallingford

Timed Entry

No

Organizer

Wallingford Center Inc.

Practical Information

Pet Policy

No pets allowed

Food & Drink

Food trucks, warm coffee, festive goodies, roasted chestnuts, kettle corn

Quick Actions

Tips & Advice

  • Arrive early to maximize your shopping time and avoid crowds, especially if you want to meet Santa.
  • Download or print the event map beforehand to easily locate participating businesses and food trucks.
  • Bring cash for food trucks and smaller vendors, as not all may accept cards.
  • Check the event's social media pages closer to the date for any last-minute vendor announcements or schedule changes.
  • Dress warmly in layers, as you'll be walking outdoors and potentially waiting in lines, even with the bonfire.

Frequently Asked Questions

What are the main streets involved in the Holiday Stroll?

The Holiday Stroll takes place along Center Street, Quinnipiac Street, North & South Colony Road, and Simpson Court.

Where can I find the food trucks?

Food trucks will be located at Johanna Manfreda Fishbein Park, 51 Quinnipiac Street.

How do I participate in the raffles?

There are two raffles: the 'Go the Distance' raffle requires visiting 8 participating merchants for a stamp, and the 'Stroll & Win' raffle involves filling out ballots at participating merchants.

Are there any specific discounts offered by the businesses?

Yes, local merchants will be offering special discounts and deals to kickstart holiday shopping.

Is there a map available for the event?

Yes, a map detailing participating businesses and locations is available for download and viewing.

Nearby Places (10 total)

Contributors & Updates

Last Updated: Oct 23, 2025
Original Submitter: Sep 17, 2025 The ChristmasLocal.com editorial team

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