Illustration of a Christmas market with a small Ferris wheel and a reindeer carousel surrounded by glowing stalls (The 8th Annual Durham Region Holiday Pop-Up Marketplace 2026)
Christmas Markets

The 8th Annual Durham Region Holiday Pop-Up Marketplace 2026

Visitors can shop from more than 40 local vendors while taking advantage of free family holiday photo sessions and hourly giveaways. The event includes live entertainment, dedicated youth activities, and a live-judged baking competition covering categories such as black cake, sorrel drink, holiday cookies, and specialty desserts.

Sat, Dec 19, 2026 All ages

Plan Your Visit

Food & Drink

Food and drink are featured in the live-judged competition, with categories for black cake, sorrel drink, holiday cookies, and specialty desserts.

Location

Chestnut Hill Developments Recreation Complex · 1867 Valley Farm Road, Pickering, ON L1V 6K7 Get Directions

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 🎄 (5/5)

Best For

Families and holiday shoppers

Vibe

Festive and community-focused

Energy Level

Moderate

Photo Friendly

High

Weather Sensitivity

Low

Tips & Advice

  • Allow time to browse the more than 40 local vendors as well as the live entertainment and youth activities.
  • If you are entering the baking competition, note that spots are limited and choose from its four listed categories.
  • Plan to catch one of the hourly giveaways while visiting the marketplace.
  • Make time for a family holiday photo session; the sessions are free.

Special Events & Promotions

  • Free admission for all ages.
  • Hourly giveaways.
  • Bakers can enter the live-judged competition for a chance to win; spots are limited.

Links & Contact

Run by EmProGraffix

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.

Frequently Asked Questions

What can I shop for at the marketplace?

More than 40 local vendors will be selling their goods.

Are there activities for children and families?

The event includes free family holiday photo sessions, youth activities and live entertainment.

What happens in the baking competition?

The live-judged categories are black cake, sorrel drink, holiday cookies and specialty desserts.

Can I enter the baking competition?

Bakers can enter, but spots are limited.

Are there giveaways?

Yes, giveaways take place hourly.

Browse Christmas in Pickering

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.

Contributors & Updates

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