Hills for the Holidays

Holiday shopping adventures in Headwaters

This article is an oldie but a goodie!

Posted: November 11, 2021

Our blog is chock full of great ideas for fun things to see and do in York Durham and Headwaters. We are always adding new content and updating old posts, but sometimes you might stumble upon something from our vault. If this article has inspired you to hit the road, be sure to double-check that the featured stops in this post are still welcoming visitors.

Discover rural charm and one-of-a-kind holiday shopping in Headwaters. From quaint Christmas clad main streets and shops, to galleries filled with unique treasures, visitors are bound to find the perfect gift for everyone on their list while enjoying the countryside of Central Counties.

Erin Window Wonderland

Explore the Alton Mill Arts Centre in the village of Alton, in the rolling hills of Caledon, Northwest of Toronto. Take in the historic building all decorated for Christmas and with over a dozen shops, artisans

Noodle Gallery

Next head to downtown Orangeville and warm up at Mochaberry for fresh in-house roasted coffee or a delicious hot chocolate paired with something fresh and yummy from the bakery case. This is another great location to check out art created by local artists.

Now that you are warmed and walk the beautiful Main Street (Broadway) and take in all the public art (from painted utility boxes to Tree Sculptures). These are the perfect backdrop for your Social feeds. Pop into Dragonfly Art on Broadway with over 400 Canadian artists is perfect for some more Holiday shopping.  You can even download the Driftscape™ appif you’d like a guided tour of the art installations.

Ready for dinner? Try the Bluebird Café where the menu is sure to delight both the adventurous foodie and more traditional palate. Using local ingredients and made to order this dinner will not disappoint.

Next up, get your tickets for a classic Christmas tale at Theatre Orangeville and see their performance of  A Christmas Carol.

Boy in Theatre

Before heading home, treat yourself to dessert and art at Graystones. The dining room is surrounded by a beautiful hand painted, botanical-inspired mural, and The Solarium, is filled with antique paintings on its thick stone walls.