Eat and Drink
Orangeville may be a small town, but it’s big on taste.
An impressive collection of locally owned restaurants, cafes, pubs, bakeries, and food shops create a one-of-a-kind culinary experience. You can select from an appetizing range of menu items, attentively crafted by talented chefs, bakers, baristas, and bartenders. Fresh and wholesome ingredients are often featured, many produced locally, and your dining experience may be amplified by the stunning backdrop of historic buildings or the bustling atmosphere of a sidewalk patio. It all adds up to a tempting experience, perfectly suited to your tastes.
Use the directory map below to find the locations and details about local eateries.
Need a little help with the map?
- To view a detailed list of locations, click the orange RESULTS button.
- To return to the previous location list or the main menu, use the back button located at the top left of the map.

- If you would like directions or to view your current location on the map, click the
locator symbol at the top right of the map. (iPhone users may need to adjust their setting Settings and adjust Privacy | Location Services | Safari Websites, and change it from Never to Ask Next Time. Refresh the Web page.)
Fresh and local flavours
If locally sourced food is to your taste, be sure to visit the Orangeville Farmers’ Market. The weekly market is a popular way to get your goods straight from the source while connecting with our region’s farmers and producers. Every Saturday, you’ll find a seasonal selection of produce, meats, baking, homemade goods, and more. Located in downtown Orangeville, the lively event is an ideal starting point for weekend visitors. The Farmers’ Market runs every Saturday from May to October outside of our Town Hall. From November to April, the Winter Market moves indoors, ensuring that a bounty of local goods is available all year round.

Beyond our boarders
Just beyond Orangeville, the scenic countryside opens up to a wealth of local flavours and authentic farm experiences. Here, you can connect directly with the farmers and producers who bring the region’s bounty to life. Roadside stands and on-farm shops showcase fresh, seasonal produce grown and harvested right on site.
To help you explore, the Headwaters Farm Fresh Map highlights a wide range of local offerings throughout the region. Because availability and hours vary by season, we recommend contacting individual locations before your visit.
Headwaters Crafted Journey
The area is also home to a vibrant collection of craft breweries and boutique wineries. Use the “Wineries and Breweries” layer on the map above to discover locations and details, or set out on the Headwaters Crafted Journey, a self-guided craft beverage trail featuring eight local makers across the Headwaters region.
Now until September 30, 2026, pick up a free passport at any participating location, collect stamps as you visit each stop, and complete your journey for a chance to win exciting prizes, including a grand prize of $1,600 in gift certificates and four additional runner-up prizes. Learn more.

