Ayr

Trail Running Calendar near Ayr 2026-2027

Explore the top trail runs near Ayr for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026

The ENDURrun

Conestogo | 29 km from Ayr

Trail Run 10 km 15 km ... Marathon 160 km

Eight stage 80 km multi discipline running event in Ontario combining road, time trial, cross country, trail and track from August 9 to 16, 2026.

Eight stage 80 km multi discipline running event in Ontario combining road, time trial, cross country, trail and track from August 9 to 16, 2026.

September 2026

Beat Bechtel

Waterloo | 21 km from Ayr

Trail Run 5 km

Trail 5 km at Bechtel Park on September 13, 2026, chip timed with reusable chips and minimal extras, free for Run Waterloo members.

Trail 5 km at Bechtel Park on September 13, 2026, chip timed with reusable chips and minimal extras, free for Run Waterloo members.

Kitchener Kids with Cancer

Bridgeport North | 23 km from Ayr

Trail Run Walk 5 km 10 km

Fundraising run at Kiwanis Park supporting the Pediatric Oncology Group of Ontario with timed 5 km and 10 km races, a kids 200 m event, shirts and finisher medals.

Fundraising run at Kiwanis Park supporting the Pediatric Oncology Group of Ontario with timed 5 km and 10 km races, a kids 200 m event, shirts and finisher medals.

Rare Trail Party

Cambridge | 14 km from Ayr

Trail Run Walk 5 km

Fundraising trail event in Cambridge offering a walk, a hike or a 5K run along the Grand Trunk Trail with education stations, music and a BBQ at the ECO Centre.

Fundraising trail event in Cambridge offering a walk, a hike or a 5K run along the Grand Trunk Trail with education stations, music and a BBQ at the ECO Centre.

Willibald Pasture Dash

Trail Run 5 km 10 km

A pasture cross country race at Willibald Farm in Ayr with 5 km and 10 km options and proceeds supporting rare Charitable Research Reserve.

A pasture cross country race at Willibald Farm in Ayr with 5 km and 10 km options and proceeds supporting rare Charitable Research Reserve.

October 2026

The Hustle at Pinehurst

Trail Run 13 km 25 km 50 km

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.

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.

Wise Raven Trail Race

Waterloo | 21 km from Ayr

Trail Run 5 km 10 km 25 km 50 km

Looped trail race at Camp Heidelberg in Waterloo offering 5 km to 50 km options, sanctioned by Athletics Ontario and timed by Chiptime Results.

Looped trail race at Camp Heidelberg in Waterloo offering 5 km to 50 km options, sanctioned by Athletics Ontario and timed by Chiptime Results.

Trick or Trot - Waterloo

Waterloo | 21 km from Ayr

Trail Run 5 km

Halloween themed running event in Waterloo Ontario with a 5K, a 200 m fun run, a pre race costume contest, and medals for all participants.

Halloween themed running event in Waterloo Ontario with a 5K, a 200 m fun run, a pre race costume contest, and medals for all participants.

July 2027

The 5K Foam Fest - Kitchener, ON

Victoria Park | 18 km from Ayr

Obstacle Run Walk 5 km

An obstacle course 5K at Victoria Park on July 10, 2027 featuring over 25 optional obstacles, a kids zone, food vendors and a beer garden.

An obstacle course 5K at Victoria Park on July 10, 2027 featuring over 25 optional obstacles, a kids zone, food vendors and a beer garden.