Trail Running calendar near St. Williams 2026-2027

A 5K at Boler Mountain featuring 25 plus obstacles, a large foam zone, family festival features and food vendors in London Ontario.

A 7 km loop trail event in Dundas Valley offering formats from one loop to 100 miles plus timed races and on-course aid at the start finish.

An in-person family fitness event at Gibbons Park on August 22, 2026 featuring obstacle runs for adults, three youth categories and a K9 course, with specific equipment rules and no refunds.

Raid the City is a three hour urban adventure run for teams of two in Hamilton. Teams use maps and a smartphone app to score checkpoints across trails, roads, alleys and parks while travelling on foot.

Experience a scenic run through the woods and around the Howard Eaton Reservoir on a mix of gravel roads and single track trails. Choose between 5k, 10k, and half marathon distances to support local youth programs.

Tough Mudder Toronto at Gopher Dunes on September 12, 2026 offers 5K and 15K obstacle courses, finisher medals and apparel, plus a Mudder Village with entertainment and local food.

Spartan obstacle races at Gopher Dunes near Courtland ON on Sep 13, 2026 featuring a 5 km sprint with 20 obstacles and a 10 km super with 25 obstacles.

Fundraising walk, hike and run on September 20, 2026 at Riverbluffs Park in Cambridge to support rare's land conservation.

Trail races at Springwater Conservation Area near Aylmer with 8 km, 16 km and 24 km options plus an 8 km night race requiring a headlamp.

A chip-timed, transit-friendly trail race in King’s Forest, Hamilton on September 27, 2026, offering distances from kids runs to a 21 km Bruce Trail course, aid stations and a Canadian made toque.

Cross country style race at Willibald Farm Distillery & Brewery in Ayr on September 27, 2026 with a 2.5 km loop and 5 km and 10 km options. Proceeds support rare Charitable Research Reserve and the event is sold out.

A fundraising run on October 3, 2026 at Harborcreek Community Park in Erie, PA featuring a 5K and a 1 mile fun run walk to support the Haven 2 Home program; entry fees and race shirts are listed.

Trail event on October 4, 2026 at Pinehurst Lake with a 12.5K loop and 25K, 50K and 50K relay options. Mostly natural singletrack around forest, lake and meadows with aid stations and a cup free policy.

Looped trail race at Christie Lake on October 10 2026 with distances to 53 km, cup free aid stations and fundraising for Oceana Canada.

Final race of the Into the Woods 2026 trail run series, a chip timed six mile course through trails, fields and boardwalk at Asbury Woods in Erie, PA. Pre registration is $35 until October 9; day of entry is $40.

Trail races at Fanshawe Conservation Area offering 25k one loop and 50k two loops on a mixed surface reservoir trail. The event includes aid stations, timing chip, finisher medal and a planned burgundy unisex half zip.

Community run and roll on October 18, 2026 with 2 km, 6.5 km and 13 km routes, a costume contest with gift card prizes, required pre registration and finish line refreshments.

Point to point trail race on the Bruce Trail from Burlington to Dundas offering 10 km and 25 km courses, aid stations and bus transport.

Team-based adventure run in Waterdown combining road, trail, navigation and trekking with Raid (20–25 km) and Half-Raid (10–15 km) options.

Trail canicross and running at Christie Lake Conservation Area on November 7, 2026, raising funds for Hamilton Animal Services’ adoption program.