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Walking Events Calendar near Woodbridge 2026-2027

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Explore the top walking events near Woodbridge for 2026-2027! We've gathered 21 great walks in the area. Check out our detailed list below to find your next local walk.

A walk along the Etobicoke Creek Trail in Brampton that starts and ends at Loafer's Lake Park, suitable for participants of all ages. Participants receive snacks and refreshments after the walk and early registrants receive an event shirt.
BLAIR'S RUN offers a community in-person 2 km run or walk starting at Carlton and Parliament in Cabbagetown, Toronto, held rain or shine. Walkers may use the "Freestyle" option to walk in their own place and time and complete by September 13.
Walk 5 km from the Fairgrounds through Schomberg, along Main Street and onto trails and roads that loop back to the Fairgrounds. Walkers follow the same course as the 5 km run and enjoy town and trail scenery along the route.
Walk options of 5 km, 2.5 km and 1 km start at 176 Robert Speck Parkway; the main route is a scenic 5 km loop through Mississauga Valley Park. Family friendly with shorter accessible routes available.
The event offers a 5K run/walk starting at The Distillery in Toronto. Walkers receive an official tee, finisher medal and reflective gear including an Energizer headlight, and the walk takes place alongside the running races.
Walkers follow an out-and-back 5K loop on paved paths at Downsview Park, starting and finishing at the Festival Terrace/Circuit Path. Corral 4 is recommended for walkers and strollers; water, toilets and up to 75 minutes to complete the route are..
The event is a family friendly 5k walk starting at 1300 Leslie St that follows scenic trails from Edwards Gardens to Wilket Creek Park. Walkers have a pre walk yoga warm up, refreshments and a post walk BBQ plus arts and crafts.
Walkers can choose a 5K or a family 1K course at Erindale Park in Mississauga, with in person and virtual options. In person walkers receive a race tee, a custom cupcake medal and finish line cupcakes and festivities.
October 2026
Walkers choose 7.5 km or 14.6 km routes at Heart Lake Conservation Park on shaded trails by kettle lake; toilets, limited parking and cup free water, bring a container.
The 5k walk starts at Port Union Waterfront Park along the Waterfront Trail and Highland Creek trail with a 2.5 km turnaround. Two water stations (start/finish and 2.5 km), free Rouge Hill GO west parking nearby and washrooms at Port Union Villag..
Walker friendly 5k at Wilket Creek Park picnic area #2 (1132 Leslie St) on park roads through E.T. Seton Park with a 2.5 km turnaround. The course is marshalled and has a staffed water station after the turnaround with onsite check in.
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