Trail Running calendar near West Wycombe 2026-2027

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.

Celebrate Halloween at Pengethley Manor with the Scary Scamper, an offroad multi lap course winding through vineyards and hill sections on the manor grounds. Distances from 5k to ultra welcome runners and walkers with a 7 hour time limit.

Beachy Head Marathon Weekend on 24 and 25 October 2026 offers trail races along dramatic coastal hills with views of the Seven Sisters and lighthouse. Well supported and highly rated, it is a must for scenic, challenging runs.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Join Zig Zag Running at Ferry Meadows for Pumpkin Plod, a 4 or 6 hour timed loop to log road or ultra distances on a scenic 5.3 km mixed terrain lap. Water each lap, a finisher medal and virtual entry make this a flexible autumn challenge.

Experience Irchester Spooktacular, a Halloween night time run through woodland trails with 5k and 2k family options. Fancy dress, themed marshals, medals, Halloween treats and free photos make it a spooky family favorite.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Run the Wendover Woods Marathon, Half, 10k or Junior 1k through autumnal forest trails. Expect a scenic but hilly multi terrain challenge with bespoke medals, free photos and on site facilities.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

Tunnel Vision is a 5 mile out and back that sends runners through the atmospheric Oxendon Tunnel with mood lighting. Pick a Night or Dawn run, earn interlocking medals and support local foodbanks.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

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.

Run under the stars at Stonor Park for the Maverick Dark Oxfordshire Trail on 7 November 2026. Choose 7 km, 13 km or 17 km marked, timed routes with atmospheric night running and outposts on the longer courses.

Explore autumn trails at Stonor Park and the Chilterns on 7 November 2026 with 7 km, 13 km and 22 km routes, wildlife and scenic woodland. Fully marked, timed and a finisher medal await in this friendly trail event.

Join the Dirt Half Challenge, a popular trail half marathon around Leighton Buzzard that winds along canal towpaths, through woodland and over the Greensand Ridge with a few muddy sections. Friendly marshals, volunteers and first aid keep t..

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.