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Trail Running Calendar near Keswick 2026-2027

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Explore the top trail runs near Keswick for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
22-23
Sa - Su

Timber24 Relay

Backyard Ultra 8 km 192 km
A 24 hour team trail relay at Hardwood Ski and Bike where teams cover 192 km in hourly 8 km laps with camping, food service and evening activities.
Aug
29
Sa

The 5K Foam Fest - Toronto, ON

Race Roster Obstacle Run 5 km
Two day 5K obstacle run in Uxbridge late August 2026 featuring foam, an inflatable waterslide, mud pits, a kids zone and a festival area.
The 5K Foam Fest - Toronto, ON
Aug
29
Sa

24 Hour to Empower Running Challenge

Backyard Ultra 5 km 120 km
24 Hour To Empower in Barrie features 5 km loops each hour for 24 hours to reach 120 km while raising funds for the Women & Children's Shelter of Barrie.
September 2026
Sep
19
Sa

The Cider Run

Trail Run Walk 8 km 16 km 40 km
Trail races at Slabtown Cider Co. on private Woodnewton Farm trails, multiple distances, local food and cider after the event, and fundraising for trail stewardship.
October 2026
Oct
31
Sa

Horseshoe Valley Hustle

Trail Run Walk 5 km 10 km
Trail races and an 8 hour endurance challenge at Horseshoe Valley Resort on October 31, 2026, featuring a 5 km loop, aid station and resort amenities.
April 2027
Apr
24
Sa

Pick Your Poison Trail Run

Trail Run 13 km 25 km 50 km
A spring trail race in Copeland Forest near Barrie Ontario on April 24 2027 offering 12.5k 25k and 50k looped options. The not for profit event supports mental health awareness and limits entries to 450 runners.
June 2027
Jun
19
Sa

The Whole Enchilada

Trail Run Walk 8 km 25 km 50 km
A multi-distance trail running event at Trail Hub in Uxbridge with varied terrain, on-site facilities and environmental initiatives.
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