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Trail Running Calendar near Aylesbury 2026-2027

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Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 141 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Saturn Running holds the Smurf Run along the River Thames at Wraysbury on 15 November 2026. The seven hour Time Challenge starts from 3 km laps and includes finisher medals, distance pins, aid stations and goody bag options.
Country routes from Barton-le-Clay with 12 miles for walkers only plus 18 and 26 mile courses, checkpoints, refreshments and map navigation.
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 10k night trail at Salcey Forest on a marked two lap crushed stone route that can be slippery in wet weather. A head or chest torch is required, Petzl will provide demo kit, and a canicross option runs ten minutes before the main field.
A fully marked 50km trail from Putteridge Bury across North Chiltern ridgelines and hills, with three aid stations, UTMB index status and an 8h45 time limit.
Riverside trail runs from Alexandra Gardens, Windsor with chip timing, on-course water and finishers' medals over 21.8 km or 16.1 km.
A half-day 10 km trail run in the Chiltern Hills followed by a private Tring Brewery tour with a tasting and a beer option.
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.
Trail runs of 10 km, 10 mile and half marathon on the Mapledurham Estate featuring muddy paths, woodland trails and finish line mulled wine and mince pies.
December 2026
Trail 5K and 10K around the Tewinbury estate in Hertfordshire, fully waymarked with marshals, aid station at 5.3 km and chip timing.
A 21.1 km trail race around Hughenden Manor and nearby woodlands with marked routes, aid stations, chip timing and on-site facilities.
A 10 km trail race around Hughenden Manor in Hughenden Valley, featuring hilly woodland trails, full waymarking and a water stop at 5.3 km.
A timed end of season 10 km trail championship at Wendover Woods on 6 December 2026 for runners who qualified through Runaway Racing events, with a marked route and chip timing.
A festive time challenge along the River Thames in Staines where runners choose distances from 3 km up to 50 km. The event is signed, offers medals and pins, aid stations and goody bags.
Seasonal trail races through Salcey Forest on 13 December 2026 offer 10k, 5k and a 1.2 km junior run. The event uses mostly flat forest trails, awards bespoke medals and prizes, welcomes seasonal fancy dress and raises funds for Shelter.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
Trail runs at Wendover Woods on 20 December 2026 include a Santa Mile plus 5 mile and 10 mile races, with medals, merchandise and festive refreshments for finishers.
A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medal and goody bag, plus an optional Christmas dinner at The Last Hop.
January 2027
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
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