Weekend Guide for June 12th to 14th
Summer weekends are made for getting out, exploring close to home, and enjoying everything our local communities have to offer. This weekend’s Simcoe Summer Circuit brings together waterfront fun, family activities, live entertainment, community celebrations, and plenty of reasons to visit Barrie, Orillia, Cookstown, and Collingwood. Whether you are planning a full day out or just looking for something new to enjoy nearby, these events are a great way to make the most of the weekend.
Orillia In-Water Boat Show
Location: Port of Orillia, 50 Lightfoot Drive, Orillia
When: Friday from 12:00 PM to 8:00 PM
The Orillia In-Water Boat Show brings the community together at the Port of Orillia for a lively weekend on the waterfront. Visitors can explore in-water boat displays, discover marine technology, browse local vendors, and enjoy food, drinks, and live entertainment. Whether you are a longtime boater, a water sports fan, or simply looking for a fun outing by Lake Couchiching, this all-ages event offers an easy way to welcome the summer season. More info here.
2026 Barrie Airshow Presented by Pratt Homes
Location: Along the shores of Kempenfelt Bay, Barrie
When: Saturday from 12:00 PM to 10:15 PM and Sunday from 10:00 AM to 6:00 PM
Celebrate the 2026 Barrie Airshow with a free weekend of aviation, family activities, food vendors, military displays, and waterfront fun along Kempenfelt Bay. The show features the Canadian Forces Snowbirds, CF-18 demonstrations, SkyHawks parachute team, and more, with a special Saturday twilight display and fireworks finale. Bring the family downtown to enjoy the sights, sounds, and community spirit of one of Barrie’s biggest summer events, right from the city’s beautiful shoreline. More info here.
Touch-A-Truck Event
Location: Entrance 6 parking lot, Tanger Outlets Cookstown, 3311 County Road 89, Cookstown
When: Saturday from 12:00 PM to 4:00 PM
The Touch-A-Truck Event at Tanger Outlets Cookstown invites families to climb aboard, honk horns, and explore a lineup of impressive vehicles in the Entrance 6 parking lot. From construction trucks to emergency vehicles, it is a hands-on afternoon filled with discovery, photo opportunities, and free community fun. The first 1,000 guests can also enjoy a free Harvey’s Jr. burger or hot dog, making it a cheerful Saturday stop for curious kids and truck lovers of all ages. More info here.
Ontario Comedy Festival featuring Gerry Dee
Location: Collingwood Eddie Bush Memorial Arena, 97 Hurontario Street, Collingwood
When: Saturday from 6:00 PM to 11:00 PM
The Ontario Comedy Festival brings a lively night of stand-up to Collingwood, with Canadian comedy favourite Gerry Dee headlining at the Eddie Bush Memorial Arena. Guests can look forward to an energetic lineup featuring Ahren Belisle, Kansai Yasuda, Jarad Nathan, and Jennifer Hsiung. Whether you are planning a night out with friends or looking for a fun local show, this festival offers plenty of laughs and a welcoming community atmosphere in downtown Collingwood. More info here.
Orillia Pride March
Location: Orillia Public Library Courtyard, 36 Mississaga Street West, Orillia
When: Saturday from 1:00 PM to 3:00 PM
The Orillia Pride March invites residents and visitors to gather in support of inclusion, visibility, and community connection. Starting with remarks at the Orillia Public Library Courtyard, the march follows a 1.5 km route through downtown to the Biindigen Pavilion in Terry Fox Circle. After the walk, guests can stay to enjoy local vendors, live entertainment, and a welcoming celebration that brings people together in the heart of Orillia for all. More info here.
Whether you are watching planes soar over Kempenfelt Bay, joining a community march in downtown Orillia, checking out boats by the water, enjoying a night of Canadian comedy, or bringing the kids to see big trucks up close, there is something for everyone this weekend. The Simcoe Summer Circuit is a great reminder that local events can bring people together, support community spaces, and make the most of summer in Simcoe County.
Looking for more things to do in Simcoe County this weekend? Check back each week for our latest local event guide featuring Barrie, Orillia, Cookstown, Collingwood, and surrounding communities.
