Your Holiday Entertainment Guide at North Oak

Located in Oakville, at the corner of Dundas St. E. & Trafalgar Rd., North Oak puts you in the perfect spot to experience the magic of winter. Nestled in nature, North Oak is surrounded by serene outdoor spaces and meandering hiking trails where you can go dashing through the snow and enjoy winter activities. With inspirational amenity spaces that put your enjoyment first and exciting neighbourhood attractions, like historic waterfront boutiques and cozy cafes, North Oak also has everything you need to entertain and enjoy the holiday season. Don’t miss out on the best holiday events, activities, and spots at North Oak and around Oakville this year. Embrace all the magic and cheer the winter season has to offer at North Oak with our holiday entertainment guide!

Preparing to host family and friends? Check out Farmhouse Artisan Cheese for exceptional cheeses from around the world, cured meats, charcuterie, and gourmet accompaniments. Located in the heart of Kerr Village, Farmhouse Artisan Cheese is Oakville’s only dedicated cheese shop. Their selection of fine, freshly sliced cheeses, meats, and more are perfect for party platters. Farmhouse Artisan Cheese also sells gift boxes and kits that the foodie in your life is sure to love. 

Farmhouse Artisan Cheese

You can also head to Jubilee Market in downtown Oakville to buy everything you need for your holiday feast. This family-run business’ holiday menu, which features main dishes, sides, and desserts, will take the stress and hassle out of cooking. Jubilee Market even sells flowers and foliage so you can have a beautiful centrepiece. If you’re hosting a large number of guests, you can contact them to inquire about catering.  And for the perfect venue, check out North Oak’s Social Room, which is great for entertaining. 

North Oak Social Room

For holiday outfit ideas, head to Luci Boutique, a women’s clothing boutique located in the Upper Middle Shopping Centre in Oakville. Luci Boutique carries a variety of designers making it easy to find an outfit that is uniquely you for your office holiday party or family dinner. Luci Boutique’s stylish clothes, from jackets and cardigans to dresses, also make for great gifts.

Luci Boutique

Continue your holiday shopping in Oakville and find one-of-a-kind gifts at local boutiques and shops. For the chocoholic in your life, pick up a gift from A Chocolate Lab. A Chocolate Lab has been selling handmade chocolates in Oakville since 2016 and offers gift bags and platters with seasonal selections. If you’re out for a walk in Bronte Harbour, along Oakville’s waterfront, you can visit Acorn Flowers & Co. to pick up a festive gift bundle. Looking for unique, handmade goods? At Dove + Arrow, you’ll find something for everyone on your shopping list. Dove + Arrow sells home decor, clothing, accessories, jewelry, bath and skincare products, and more. Dove + Arrow also has adorable Christmas decor that’ll get your home feeling festive. 

Dove + Arrow

When you need a break from shopping, you can sit down for a delicious meal at Ritorno. Ritorno serves traditional Italian food made from scratch in a welcoming environment and has won numerous Oakville Beaver Readers’ Choice awards. The dishes at Ritorno are made with fresh, quality ingredients, and of course, love.


North Oak not only has convenient amenities that make entertaining guests over the holidays easy. It’s also conveniently located so you can stay entertained right by home too. At North Oak, you can get fresh air and stay active outdoors no matter the time of year. North Oak is located near parks and trails, making accessing winter activities like tobogganing and hiking through the snow easy. For cross country skiing and snowshoeing, you can visit Bronte Creek Trail, Joshua Creek Trail, or East Joshua Creek Trail. For ice skating, visit the outdoor ice rink at Trafalgar Park. And don’t forget to hit up all the lookout points along the nearby trails for spectacular views because even though the weather outside may be frightful, those views are so delightful. You don’t even need to venture out if you want to enjoy the winter scenery. You can explore the scenic woodlot or take a stroll by the pond right at North Oak to take in the winter sights. 


Winter sports aren’t for everyone. If you’d rather enjoy the winter season cozied up inside, you can head to one of Oakville’s many coffee shops and cafes. Just a short walk or quick drive away from North Oak, Marylebone Café + Creamery has premium coffee and tea, and treats made with organic and natural ingredients. Their delicious cookies also make for the perfect treat to be included in gift baskets. Searching for the best gift for coffee lovers? Firebat Coffee Roasters sells different gear and merch, such as mugs and brewing kits, and while you’re browsing for the perfect gift, you can warm up from the cold with a cup of freshly roasted coffee.

Firebat Coffee Roasters

The holidays wouldn’t be complete without an exciting event that gets the whole family in the holiday spirit. On December 11th, you can enjoy the Oakville Symphony’s Family Holiday Concert. This concert will feature music from beloved holiday films and stories, such as The Nutcracker and How the Grinch Stole Christmas.

North Oak’s convenient location and amenities make enjoying the holiday season easy.

Contact us today to learn more about North Oak Tower 3, our newly launched phase of this master-planned community.


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