West Wycombe
Trail Running Calendar near West Wycombe 2026-2027
Explore the top trail runs near West Wycombe for 2026-2027! We've gathered 172 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A point-to-point 47-mile ultra along the Thames Path from Iffley to Henley-on-Thames with five aid stations, mandatory kit requirements, and live GPS tracking.
Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.
A fully marked single loop 50K trail race around the Chilterns starting and finishing in Berkhamsted, with three aid stations, mandatory kit and a nine hour cutoff.
November 2026
Trail races in Wendover Woods on hilly, multi terrain forest loops with marathon, half marathon, 10 km and a junior run plus on site amenities and parking.
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.
Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.
A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.
A trail event in Windsor on 8 November 2026 offering a 10K and a half marathon on flat off road trails from Alexandra Gardens. The event features chip timing, race photos, post race goodies and an event village.
A commemorative 7 hour Time Challenge at Wraysbury Skiff and Punting Club on the River Thames offering distances from 3km up to 50km on signed mixed terrain laps. Finishers receive medals and distance pins and aid stations include vegan options.
A 10th edition marathon and half marathon on riverside towpaths in Walton on Thames, centred on a two minute silence at 11:00 and organised as out-and-back laps; attended and virtual entries receive a commemorative medal.
Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.
A point to point half marathon along the Grand Union Canal from Cowley to Cassiobury Park in Watford, chip timed with water stations and a sustainable wooden finisher medal.
A three day, 84 mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire with two overnight stops in Watlington and Didcot. Organised by XNRG Druids, it offers full packages with accommodation and single day entry options.
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
A 50 mile race of five 10 mile loops wholly within Wendover Woods, featuring 10,000 feet of climb, nine well stocked aid stations and marked trails. The event is supported by race medics, has a 15 hour cut off and requires marathon qualification.