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Trail Running Calendar near Pitstone 2026-2027

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Explore the top trail runs near Pitstone for 2026-2027! We've gathered 166 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A 7-hour time challenge along the River Thames with distances from 3 km to 50 km, themed medals, aid stations and parking in Staines.
A countryside walking and running event from Barton-le-Clay with 12, 18 and 26 miles routes across field paths, tracks and woods, with checkpoints and prepublished route files.
A six-hour lap event at Salcey Forest where participants choose how many 3.5-mile loops to run. Dogs and rucking are allowed, a reduced parking rate is available, and there are options for charity donations or a tree token instead of a medal.
A fully marked 50.3 km trail ultramarathon around the North Chilterns from Putteridge Bury, with four checkpoints, village crewing points and a 9 hour time limit.
A chip-timed trail run from Alexandra Gardens, Windsor, along the Thames Path with two distances, riverside views, medals and on-course support.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
A timed, lapped Cakeathon at Mowsbury Park on 22 November 2026 offering flexible starts, a flat 5.3 km lap, distances from 5 km to ultra, and a seven hour limit.
Three evening trail time trials in the Chilterns on 23 September, 21 October and 25 November, each on a marked, chip timed course of about 8 km with a head torch required.
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 community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
A 7 hour Time Challenge along the River Thames offering flexible lap based distances from 3 km up to ultra distances. Finishers receive a themed medal, a goody bag with a vegan option and on route aid stations.
Community 5 km fun run at The Forest Centre in Marston Moretaine raising funds for Mind BLMK, with a children s Dasher Dash and festive extras.
A 26.3 mile five lap trail and road event around Colworth Estate in North Bedfordshire for solo runners and five person teams.
Watlington XC 10k is a 10 km cross country fell run over the Ridgeway and Chiltern Hills for runners aged 16 and over, with pre-registration required and no entries on the day.
December 2026
A trail half marathon through the woodlands around Hughenden Manor with undulating forest paths, three aid stations and fully marked navigation.
A timed Saturn Running event in Staines-upon-Thames with distances from 5 km to ultras along the Thames, including a bobble hat and finisher medal.
A charity trail event supporting the Hospice of St Francis with a guided 8 km run and a 4 km family walk, mince pie included and dogs welcome with canicross equipment.
An end of season trail championship at Wendover Woods featuring a 10 km route with 295 m of climb, chip timing and entry for qualified runners.
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