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Trail Running Calendar near Bourton-on-the-Water 2026-2027

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Explore the top trail runs near Bourton-on-the-Water for 2026-2027! We've gathered 55 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Inflatable 5K in Cheltenham on 10 October 2026 features inflatable obstacles across 2.5k laps, music zones, medals and options for families and groups.
An all-terrain race over the Malvern Hills on 10 October 2026, limited to 250 runners with a minimum age of 16 and pre-entry only.
A 10 km cross-country run or walk across the Walton Hall estate near Wellesbourne, with electronic timing and a finish-line bacon or vegetarian roll.
A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.
A 47-mile point-to-point ultra from Iffley to Henley-on-Thames along the Thames Path with five aid stations, mandatory kit checks and live GPS tracking.
November 2026
A 10 mile off-road trail run in Stonehouse near Stroud on 1 November 2026, with an initial uphill mile, muddy undulating trails, a finisher medal and a 2 hour 30 minute cutoff.
Timed multi lap run at Coate Water Country Park with 3.28 mile laps, finishers receive a medal and the event supports the British Legion.
Trail based marathon and half marathon in Broadway, northern Cotswolds on 15 November 2026; entries currently full with a waiting list.
A 6.5 mile multi-terrain off-road race at Croome Park on 22 November 2026, limited to 350 entries, with medals and goodie bags for all finishers.
County cross country championships at Broughton Castle on 22 November 2026 with junior and senior races, team scoring and chip timing.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
A 23 mile clockwise tour around Worcester and Droitwich starting at Gheluvelt Park, mostly on traffic-free paths. Solo and two-person relay options are available, with three on-route control points and a six-hour completion limit.
December 2026
A festive 5 km off road run at Tinkley Gate National Trust on 6 December 2026 raising funds for Allsorts, with fancy dress welcome, dogs on short leads and on site parking.
Lap based Santa Run on the scenic Stratford Greenway with a 5.3 km loop, flexible distances, and a bespoke finisher's medal.
A 12 km trail run near Dursley with a midrace mince pie checkpoint, chip timing and a festive finish at Dursley Rugby Club while supporting local charities.
A pre Christmas anniversary timed run in Stroud on 13 December 2026 with flexible lap-based entry on a 3.28 mile canal route; distances range from 5 km to ultra and all finishers receive a bespoke medal and a memento.
January 2027
A 5 mile multi terrain off road run along the River Avon through Fladbury and Lower Moor with proceeds supporting local community projects and Maggs Day Centre.
Timed multi-lap run on a 2.62 mile canal out and back in Brimscombe with distances from 5 km to ultra and a seven hour limit; medals for all participants.
A 7 to 8 mile cross country run around May Hill in Gloucestershire with steep climbs, muddy trails and an open plain at the summit. A Sunday May Hill Mayhem option adds an extra loop to total 14 to 15 miles.
February 2027
A night race at Westonbirt National Arboretum on 6 February 2027, with scenic routes through tree collections and firm trail-like surfaces. Distances include 5 km and 10 km; tickets are currently sold out.
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