Milton
Walking Events Calendar near Milton 2026-2027
Monthly updates for Milton
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Milton for 2026-2027! We've gathered 23 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can take part in the 5K run walk from Joe Sams Leisure Park in Hamilton, in a park setting alongside the running race. Food trucks, vendors and info tents are on site; child pricing applies for ages 4 to 12 and under 4 is free.
A flat out and back route along the Desjardins Recreation Trail offers a 5K walking option on the Hamilton waterfront trail. Walkers receive an ankle chip for timing with pick up on site before the event, and free street parking is available in W..
September 2026
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.
A 1KM family fun walk at Milton Community Sports Park, held as an in person charity event supporting Milton District Hospital. Walkers follow an easy park route alongside the 5KM run in a family friendly community atmosphere.
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 can choose a 2.4 km route starting at Milton Sports Centre on Santa Maria Boulevard, with human only or canine plus handler entries. The community course includes vendors, adoptable dogs and family friendly activities.
Walkers can follow scenic fields and trails at the Donkey Sanctuary of Canada, 6981 Concession Road 4 Puslinch, via a 5K or a shorter 1K route alongside the races.
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 event offers a family friendly 1K walk at Spencer Smith Park in the heart of Burlington on park paths suitable for all ages. Walkers join alongside the running races to support the Joseph Brant Hospital Foundation.
The Hamilton Marathon Road2Hope includes walker routes of 5 km and 10 km starting from Confederation Park at 680 Van Wagner's Beach Rd along a waterfront course. Walks take place alongside the running races and include family walk/run options.
November 2026
Walkers follow the scenic Lions Valley trails on 5 km or 11 km routes starting at Upper Middle Park, Oakville, with rolling trail terrain. The event is rain or shine; early kit pickup at Neyagawa Park is planned and an unsupervised bag drop w..
A community 5K along the Burlington Waterfront starting at the Art Gallery of Burlington, suitable for walkers of all levels. Walkers go at their own pace, the route is open for 90 minutes and race kit pickup is at the gallery.