Posted : June 24, 2025
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.
With new tariffs on U.S. goods looming, there has never been a better time to support Canadian businesses. An easy way to do so is by shopping small and local. It can be intimidating walking into a grocery store and trying to decipher what is Canadian and what it not. Shopping local means knowing your products are made in Canada, by Canadians, often right in your own backyard. Better yet when you choose to buy from small and local businesses, you’re not just purchasing a product—you’re investing in your community. It keeps money in the Canadian economy, supports jobs, and ensures you’re getting high-quality, homegrown goods. Whether you’re looking for fresh food, unique gifts, or locally roasted coffee, here are some great places to shop in York Durham and Headwaters right now:
Farm Markets and Local Grocers
- Willow Tree Farm – Port Perry
- Pingle’s Farm Market – Clarington
- Hy-Hope Farm – North Pickering
- Brooks Farm – Mount Albert
- Reesor’s Market and Bakery – Stouffville
- Maple Grove Farm – Mulmur
- Heatherlea Farm Shoppe – Caledon
Winter Farmers Markets
- Orangeville Winter Farmers Market – Open Saturdays
- Uxbridge Indoor Farmers Market – Open every other Sunday
Milk/Dairy Products
- Sheldon Creek Dairy – Dufferin
- Sargent Family Dairy – Clarington
Coffee
- Trebilcock Roasters – Pickering
- My Indie Coffee – Newmarket
- Jacked Up Coffee – Whitby
- Deadly Grounds – Courtice
- Hatch Coffee – Markham
- Mocha Berry – Orangeville
- Elpida Café and Roastery – Keswick
- Tin Roof Café – Erin
- Roost Café – King City
- Pilot Coffee Roasters at Nexus Coffee – Port Perry and Uxbridge
Pro tip: Ask your local coffee shop if they use or sell locally roasted coffee!
Main Street Shopping (Clothing, Home Goods, and Gifts)
- King Street East, Bowmanville
- Brock Street West, Uxbridge
- Queen Street, Port Perry
- Simcoe Street East, Beaverton
- Broadway, Orangeville
- High Street, Sutton
- Islington Avenue, Kleinburg
- Main Street South, Newmarket
- Main Street, Unionville
Canadian Entertainment
Canada has a thriving arts and entertainment scene that celebrates local talent and culture. Theatre Orangeville is a fantastic destination for theatre lovers, featuring productions by Canadian writers, starring Canadian actors. Right now, Theatre Orangeville is even showcasing a Canadian play called “The Beaver Club” a hilarious story about 4 women on a road trip from Toronto to Dildo, Newfoundland. From scrapbooking to skinny-dipping, through laughter and tears, the women help each other face the challenges of life as they embark on this riotous road trip. Don’t miss this hilarious and heart-warming play that has been dubbed “a new Canadian classic” on from Feb 6th to 23rd!
If you’re in the mood for laughs, check out YukYuks in Oshawa, which spotlights the best in Canadian comedy, supporting both emerging and established comedians. This legendary comedy club chain has been a launchpad for many of Canada’s top comedic talents, including household names like Russell Peters, Norm Macdonald, and Jim Carrey. The Oshawa location regularly features a mix of up-and-coming talent and seasoned pros, offering an intimate setting where you can experience the raw, unfiltered energy of live stand-up. Whether you’re looking for sharp political satire, hilarious storytelling, or classic observational humor, YukYuks provides a great night out while championing the vibrant Canadian comedy scene.
Art enthusiasts can visit the McMichael Canadian Art Collection, the largest publicly funded gallery in the country dedicated exclusively to Canadian and Indigenous art. The gallery showcases works from the Group of Seven, Indigenous artists, and contemporary Canadian creators, offering a deep dive into our nation’s rich artistic heritage.
For those looking to unwind, Thermea Spa Village in Whitby, owned by Quebec-based Groupe Nordik, provides an immersive wellness experience inspired by Scandinavian spa traditions. Featuring outdoor pools, saunas, and relaxation spaces, this spa is a great way to support a Canadian-owned luxury retreat.
Beer lovers can explore the vibrant craft brewing scene at Old Flame Brewing Co., Canada’s most awarded craft brewery. With locations in Port Perry and Newmarket, this brewery prides itself on innovative brewing techniques and high-quality ingredients, delivering a true taste of Canadian craftsmanship. There is always something fun going on at Old Flame, check out there lineup of amazing events.
Whether you’re into theatre, art, comedy, relaxation, or craft beverages, Canada offers an incredible range of entertainment experiences that are proudly homegrown.
Support Local Breweries, Cideries, Wineries, and Distilleries
Checkout this list of locally crafted beverages and tasting rooms to visit!
By choosing to shop Canadian, you’re directly supporting local farmers, artisans, and entrepreneurs. Every purchase makes a difference—so why not start today?
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