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Trail Running Calendar near Chedworth 2026-2027

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Explore the top trail runs near Chedworth for 2026-2027! We've gathered 73 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
A 40 mile linear walk and run along the ancient Ridgeway from Avebury to Streatley across the chalk downlands of Wiltshire, Oxfordshire and Berkshire.
Four waymarked trail races around Stroud and the Cotswold hills on 9 May 2027, from an 11K to an Ultra 40, with checkpoints and downloadable route files.
Runs of 5k, 10k and 20k through the parish of Deddington, open to all ages and raising funds for local school groups and the Firefighters Charity.
A 10k trail run at Symonds Yat with riverside views and a notable final one kilometre climb. The mostly off road course includes long gravel firetracks and on site coffee and hot food.
An 8 hour Backyard race at Eastnor Castle Deer Park on a 4.167 mile loop, with solo and continuous relay options plus on site camping, catering and event medals.
Mud-focused trail run at Eastnor Castle offering 3km, 6km and 10km routes with natural obstacles, muddy troughs, on-site camping and basic facilities.
Trail races from 7 km to 50 km from Sudeley Castle across the Cotswold Way and Winchcombe Way, with marked outposts, timing and free parking.
June 2027
A backyard ultra at Breakheart Quarry where runners repeat a 6706 metre loop every hour until one person remains; the event includes camping, marked trails and on course support in the Cotswold countryside.
Trail event in the Cotswolds offering distances from 10 km to 100 km, with regular rest stops, GPS tracking, medical cover, camping and transfers.
Timed run along a 3.28 mile out and back canal route in Stroud with flexible starts, multiple distance options and a seven hour time limit.
Race 2 of the Tempo Summer 5K Series is a road 5K around Pebworth with a full road closure; the series features three different routes and may award a series T shirt.
A 5k obstacle course at Cheltenham Racecourse where participants climb, crawl and slide through a mixed-surface loop while raising funds for Cancer Research UK.
July 2027
Three Thursday evening 5K races from May to July at Tysoe, Pebworth and Alscot Estate, with prizes and a series T-shirt for those who complete all three.
A mud run and obstacle race at Huntley Estate featuring climbs, crawls, muddy swamps and a chip timed 8 to 10 km course, with bespoke medal and event t-shirt for participants.
A 12 hour timed endurance walking and running event at Upper Woodhills Farm in Moreton-in-Marsh on 17 July 2027 with individual 2 km or 4 km hourly laps and team relays.
A navigation challenge in Cheltenham where participants are blindfolded and dropped at an undisclosed location, then must find their way back without maps or GPS.
Timed multi-lap event on a 3.28 mile out and back along Stroud Waterways offering distances from 5 km to ultra with a seven hour limit and a bespoke finishers medal.
Track endurance event at Horspath Athletics offering 6, 12, 24 and 48 hour races, with a £100 prize for the first to pass 545 laps under the event conditions.
August 2027
A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head visor.
Four day 186 mile Thames Path ultra made of four daily stages, with shared accommodation, kit transfer, mandatory kit checks and bespoke finisher medals.
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