Holiday Shopping in Pickering

It’s never too early to get ready for the holidays! Get your shopping done before the holiday rush with the convenience of Pickering’s local markets, craft fairs, and malls. Throughout the surrounding area of Pines Ridge, you’ll find a wide selection of shopping options for your holiday wishlist. Keep on reading to find out where to find the perfect gifts for your loved ones this holiday season.


Markets & Craft Fairs 

Gift your loved ones products that you can’t get anywhere else. Find unique handmade gifts at a wide variety of local markets and craft fairs this holiday season with multiple events throughout the city. From Pickering’s Fall Fling to the Bells of Christmas, support local small businesses and find unique items like handmade clothing, soap, knitting, honey, toys, paintings, and much more. At some of these markets, you’ll also find live entertainment and delicious food to enjoy while you shop!


October 28th – Fall Fling 

Millennium Square

11:30 am – 3:00 pm


The Fall Fling is a vendor market that will not only feature local businesses but tons of exciting activities like miniature train rides, live music, and giveaways with the backdrop of the Pickering waterfront!


November 4th – Santa’s Christmas Market

Chestnut Hill Recreation

10:00am – 3:00pm


Embrace the festiveness of the Santa’s Christmas Market and start your holiday shopping early! You’ll find unique artisan products and gifts to delight your loved ones this holiday season and while you shop, indulge in freshly baked goods and treats from local food vendors. You can also sign up for the market’s raffle where all ticket purchases go to support the Pickering OSPCA!


November 11 – Spirit of Christmas Craft Show

Chestnut Hill Recreation

10:00 – 4:00pm


Bring the holiday spirit to your home with decor handcrafted by local vendors and artisans from the Spirit of Christmas Craft Show. You’ll also find unique products like stained glass, jewelry, apparel, furniture, and paintings from local small businesses to decorate your home or to gift your loved ones this season!


November 11,12 & December 10 – The 5th Annual Durham Region Holiday Marketplace

Ajax Community Centre 


Day 1: Saturday, November 11th (11am-8pm) 

Day 2: Sunday, November 12th (11am-7pm) 

Day 3: Sunday, December 10th (11am-7pm)


Just a short drive away outside of Pickering, you’ll find the Durham Region Holiday Marketplace. Check things off your wishlist and find a wide range of vendors selling crafts, clothing, natural products and much more. Enjoy the live entertainment as well as the opportunity to win prizes and giveaways! You might also want to bring the kids along for some holiday fun and face painting too!


Shopping Malls

Is there something specific on someone’s wishlist for the holidays? Whether it’s the latest smartphone, a designer jacket, or a Lego set, we’re sure you’ll find it in one of the major malls close to Pines Ridge. 


Pickering Town Centre

The Pickering Town Centre is a prime destination for you to get your holiday shopping started! From major stores like Saks Off 5th, H&M, and Foot Locker, you’ll find the perfect gifts for everyone on your wishlist.


Scarborough Town Centre

Located in the heart of Scarborough and only minutes away from Pines Ridge, Scarborough Town Centre is a bustling hub for holiday shoppers. The extensive selection of world renowned stores like Aritzia, Build A Bear Workshop, & Champs Sports ensures there’s something for everyone on your list. From fashion to electronics, you’ll find it all here.


Oshawa Centre 

Oshawa Centre is a short drive away from Pickering and features tons of high-end retailers! From stores like Hudson’s Bay and Indigo, finding gifts this holiday season is effortless at this shopping centre!

Register for Pines Ridge 

It’s never too early to prepare for the holidays, and the Pickering area offers a wealth of options to get your shopping done before the holiday rush. From local markets and craft fairs, to major shopping centres, there’s no shortage of unique gifts for your loved ones this holiday season! At Pines Ridge, you’re conveniently situated in the heart of Pickering with tons of shopping centres, parks, and much more. Live life to the fullest and live where luxury is defined at Pines Ridge. Register now!

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