Toronto
Walking Events Calendar near Toronto 2026-2027
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Explore the top walking events near Toronto for 2026-2027! We've gathered 16 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
September 2026
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 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.
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
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.
December 2026
A 1K Elf Walk through Wilket Creek Park, with access to the Athletes' Village via the entrance at 1132 Leslie Street. Walkers follow a park route alongside the 5K Fun Run and receive a race bib and finisher's medal.