Trail Running calendar near Bourton-on-the-Water 2026-2027

We have found 488 Trailruns within 80 miles of Bourton-on-the-Water. See below where and when you can find the races.

Join the Ghostly Gallop at Pengethley Manor on 22 October 2026 for a spooky offroad challenge through vineyards and rolling hills. Choose distances from 5k to ultra with in person or virtual entries and Halloween themed medals.

Join the Petrified Pootle on 23 October 2026 at Pengethley Manor for a spooky Halloween trail run through vineyards and rolling hills. Choose distances from 5k to Ultra, race or virtual, and earn a Halloween themed medal at the finish.

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..

UTMB Index

Join the Spooky Sprint at Pengethley Manor, Ross on Wye on 24 October 2026 for a tough offroad Halloween race through two vineyards. Choose on course or virtual options from 5k up to ultra and enjoy a scenic, challenging looped course.

Join the Zombie Shuffle at Pengethley Manor on 25 October 2026 for a spooky offroad run through vineyards and rolling hills. Pick a distance from 5k to ultra, walk or run, and earn a finisher medal or join virtually for Halloween fun.

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.

Tackle the Black Beacon Mountain Races across the Black Mountains and Brecon Beacons from 30 Oct to 1 Nov 2026, with distances from 21 mile to a 100 mile epic. Rugged trails, big views, and a pure mountain running challenge.

UTMB Index

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..

UTMB Index

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.

November 2026

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.

Choose from a 49 mile Ultra, marathon or half through varied trail, mountain, towpath and road in the wild Brecon Beacons. Tackle Pen y Fan climbs and enjoy reservoir views at Henderson Hall, Talybont on Usk on 7 November 2026.

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.

Join Remembrance Run 2026 in Egham for a scenic riverside Time Challenge on 8 November, with a two minute silence removed from official times. Choose distances from 3 km up to 50 km and run laps at your own pace.