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Walking Events Calendar near Toronto Islands 2026-2027

Monthly updates for Toronto Islands

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Toronto Islands for 2026-2027! We've gathered 15 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
Jul
25
Sa

Toronto Carnival Run

Road Race Walk 5 km 10 km
Walkers can choose 5K or 10K out and back routes from Sir Casimir Gzowski Park along the Martin Goodman Trail waterfront, with course marshals and water stations approx every 2.5 km.
August 2026
Aug
22
Sa

Achilles International Canada Hope & Possibility

Road Race Walk 5 km
A 5 km fully accessible flat out-and-back along Lakeshore Blvd and the Martin Goodman Trail, starting and finishing at Picnic Area 1 near 44 Kewbeach Ave in Toronto; Wheel-Trans drop-off available.
September 2026
Sep
13
Su

Blair's Run

Road Race Walk
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.
Sep
20
Su

Minds in Motion Walk a Thon

Walk 3 km 5 km
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.
Sep
25
Fr

Brita Night Run - Toronto

Road Race Walk 5 km
Walkers can join the 5 km run/walk starting in The Distillery in Toronto alongside the 10K, with an Energizer headlight and reflective gear provided.
Sep
26
Sa

YMCA Charity 5K

Road Race Walk 5 km
Walkers use the 5K paved out and back route at Downsview Park, starting and finishing at Festival Terrace Circuit Path, with corral #4 recommended for walkers, families and strollers.
Sep
26
Sa

Linda's Walk - Toronto

Walk 5 km
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.
Sep
27
Su

Cupcake Run

Road Race Walk
The event offers walkers 5K and 1K routes at Erindale Park in Mississauga, with in person options and a virtual option for the 5K, alongside the running races.
October 2026
Oct
3
Sa

West Rouge Sports & Recreation Association Fun Run

Road Race Walk 5 km
Walkers can do a 5k out and back from Port Union Waterfront Park along the Waterfront Trail and Highland Creek trail, with water at the start and at 2.5 km.
Oct
4
Su

Bimbo Global Race

Road Race Walk 3 km
Walkers can join the 3K at Ashbridges Bay Boat Launch in Toronto, on a park route with water and first aid stations about every 2 km, portable washrooms and complimentary baggage check.
Oct
10
Sa

Run/Walk for Justice Honouring Flight PS752 Victims

Road Race Walk
Walkers choose 5 km or 10 km routes from All Our Kids Playpark in Newmarket or Sunset Beach Vancouver, on Tom Taylor Trail and city paths, marshalled with a finisher medal for in person participants.
Oct
17
Sa

Cross the Line

Road Race Walk 5 km
Family friendly, well supported 5 km charity walk in Thomson Memorial Park Picnic Area 1, Toronto, on a park route alongside the running races.
Oct
18
Su

Art In Motion 10K

Road Race Walk
Oct
24
Sa

Toronto Railway Club Social 5K

Road Race Walk 5 km
Walkers follow the 5K park road course at Wilket Creek Park through E.T. Seton Park with a 2.5 km turnaround, volunteer marshals, a staffed water station and nearby parking.
December 2026
Dec
5
Sa

Santa Shuffle Fun Run & Elf Walk - Toronto

Road Race Walk
The Elf Walk offers 1K of walking in Wilket Creek Park via the entrance at 1132 Leslie Street on park paths alongside the 5K fun run and athletes village.
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