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Trail Running Calendar near West Wycombe 2026-2027

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Explore the top trail runs near West Wycombe for 2026-2027! We've gathered 168 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Windsor 50 offers supported looped trail routes of 50 km, 25 km and 10 km from Windsor Racecourse through the Great Park, Thames Path and Runnymede.
A guided 42.2 km trail run through the Chiltern Hills with qualified Run Leaders, checkpoints, mandatory trail shoes and a wooden finisher's medal.
Multi-terrain 5 km and 10 km races at Ibstone with routes through Wormsley Estate plus a 1 km or 2 km Run in Colour for ages 4 to 11.
A multi terrain run at Dummer Down Farm on 18 April 2027 offering 10 km, Canicross 10 km and a half marathon with a finisher medal and a Dell pint cup.
A multi day trail series around the Thames offering 250, 150 and 100 mile options with GPX maps, checkpoint support and GPS tracking on mainly canal and riverside paths.
An untimed inflatable obstacle event in St Albans on a 2.5 km lap with distances from 2.5K to 15K, medals, music zones, and on-site facilities.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
May 2027
A 100 miles point to point trail race from Richmond to Oxford along the Thames Path with marked route, at least twelve aid stations and a 30 hour cut off.
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
A two day self supported navigation challenge for teams of two through the Surrey Hills with basic farm camping and virtual controls.
A guided 30 km trail run through the Chiltern Hills with technique instruction, checkpoints, refreshments and a finisher's medal near Tring Station.
A chip timed 5 km and 10 km road and trail race at Haddenham Community Junior School on 9 May 2027 with early bird entries and optional event T shirts.
Two days of Spartan obstacle racing at Culden Faw, Henley-on-Thames, featuring Sprint, Super, Beast and Kids races along a riverside course.
A 50 mile point-to-point trail race on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour cut-off.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A 50 km multi terrain ultra in Maidenhead along the Thames Path, Jubilee River and Green Way with chip timing, four aid stations, live tracking and a cut off of 8 hours 57 minutes.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
A six-hour multi-lap event at Blackpit Farm with a 3.3-mile lap, flexible distances, on-site cafe, free parking and nearby sauna and open-water facilities.
A supported trail challenge from Richmond to Brighton offering distances from 10 km to 100 km with rest stops, GPS tracking, camping, and on route medical support.
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