Summer Fun & Festivals in Dufferin County

There’s no shortage of fun activities taking place in Dufferin County this summer. We are very excited to see the fantastic Blues and Jazz Festival in Orangeville kick things off after two long pandemic-packed years. And there’s so much more to enjoy! Events are making a BIG comeback and people are more than ready to get out there and have a good time. Here’s a round-up of the amazing summer festivals and events around our towns to look forward to.  


Farmers’ Markets: 

Farmers’ Markets are already in full swing, bringing together the community and showcasing lots of amazing local produce, handmade goods and unique items. The markets typically run from May to October, though the Orangeville Farmers’ Market continues indoors in the winter. Below is a quick list of the local farmers’ markets in the area, and which days they operate.


Orangeville – Saturdays from 8am to 1pm on Second Street at Broadway  Visit their website 

Shelburne – Thursdays from 3pm to 8pm on Owen Sound & First Ave W. Visit their website

Erin – Thursdays from 3pm to 6:30pm at the Erin Fairgrounds Visit their website 

Caledon – Saturdays from 9am to 2pm at the Albion Bolton Fairgrounds Visit their website




Celebrate Your Awesome: 

Orangeville’s pride and diversity day is a fun, inclusive and family-friendly celebration, with a street market, vendors, music and live performances.

Date: June 18

Location: Mill Street, Orangeville



River City Truck Show: 

Come see trucks and big rigs all shined and cleaned, talk to a trucker to get to know what they do, and enjoy the lights that come on at night.

Date: June 17-18

Location: Grand Valley District Community Centre, Grand Valley



RAM Rodeo: 

Calling all cowboys and cowgirls to one of Ontario’s biggest rodeo events! Come out to see exciting barrel racing, bronco riding, pole bending and the world’s most dangerous sport – bull riding!

Date:  June 18-19

Location: Orangeville Fairgrounds, Mono


Indigenous People’s Day:

The Dufferin County Cultural Resource Circle holds this annual event to recognize and promote the history, heritage and diversity of First Nations, Inuit and Métis peoples in Canada.


Date: June 25

Location: Alder Street Community Centre Fields, Orangeville





Celebrate Caledon:

Lots of family fun including kids activities, vendors, fireworks and live music, with Juno nominated band Wide Mouth Mason headlining this year’s event, and local Caledon bands Itchy and Scratchy Showband and Vilivant.

Date: July 1

Location: Albion Hills Conservation Area, Caledon



Shelburne Canada Day: 

With a huge car show, live music, great food and fireworks, this is a fun family event to celebrate Canada Day.

Date: July 1

Location: 105 Second Line, Shelburne



Caledon Village Canada Day and Strawberry Festival: 

Canada Day has a special sweetness in Caledon! Come out to enjoy an all day strawberry breakfast, a BBQ, vendors and a classic car show.

Date: July 1

Location: Caledon Fairgrounds



Rotary Ribfest: 

This popular event is back with a bang – and lots of sauce. In addition to the big BBQs you can also enjoy lots of food trucks, live music, and a Kidsfest for the little ones.

Date: July 15-17

Location: Alder Street Recreation Centre, Orangeville





Heritage Music Festival: 

Shelburne’s most popular music festival dating back some 70 years, the HMF is known for its iconic Fiddle Championship, plus a lineup of fantastic bands, BBQs, brews and more.

Date: August 5-6

Location: Grace Tipling Hall / Fiddle Park, Shelburne



Taste of Orangeville: 

Mill Street becomes a foodie paradise, where you can walk around and sample a wide variety of plates from Orangeville’s best restaurants and chefs.

Date: TBD

Location: Mill Street, Orangeville