Trail Running calendar near Winchcombe 2025-2026

We have found 447 Trailruns within 80 miles of Winchcombe. See below where and when you can find the races.

Join Irchester Spooktacular, a Halloween night run through woodland trails with a 5k and a 2k family fun run. Fancy dress, themed marshals, finishers medals, Halloween chocolates and free event photos make it great family fun.

Run the Chiltern Ridge Winter 50K, a scenic single loop around Berkhamsted with roughly 800m of ascent and a 9 hour limit. Limited to 325 runners, this fully marked UTMB World Series index trail race finishes at Berkhamsted Cricket Club.

UTMB Index
November 2026

Enjoy an autumn trail challenge at Wendover Woods with marathon, half, 10k and junior 1k options across scenic, hilly and varied terrain. Expect bespoke medals, free photos and family friendly facilities including a cafe, adventure playgrou..

Take on the Apocalypse Run, a thrilling 10 mile off road trail through the Cotswolds near Stroud with muddy, undulating terrain and a finisher medal. Canicross runners welcome and entrants should be able to complete the course within 2 hour..

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

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 through the rolling Chiltern Hills at Stonor Park in November with three waymarked trail options from 7 to 17 km. Expect a fully marked, timed night race; bring a headtorch and enjoy a finishers medal and event atmospher..

Run the Maverick Oxfordshire Trail at historic Stonor Park in the Chilterns AONB with 7 km, 13 km or 22 km routes through deer filled woods and under soaring red kites. Expect steep climbs, wild views and fully marked, timed trails.

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 the Remembrance Run on 8 November 2026 at Wraysbury for a moving riverside event honouring those who died, with a two minute silence during the race. Choose distances from 3 km to ultras and earn a finisher medal.

Remembrance Run at Wraysbury on the Thames is a timed 7 hour challenge where you choose any distance from 3 km to ultra. Scenic signed laps, aid stations with vegan options, a finisher medal and a two minute silence at 11:00.

Take on the Wendover Woods 50, a challenging 50 mile trail race around scenic forest loops with big climbs and supportive aid stations. Limited to 250 starters and a 15 hour limit, this is a true test for dedicated ultrarunners.

Run the North Chilterns 50K, a scenic trail ultramarathon from Putteridge Bury over Warden, Barton and Pegsdon Hills with sweeping views. Limited to 250 runners, this supported 50 km course is a rewarding late autumn challenge.

Run the scenic flat Thames riverside route in Windsor on 21 Nov 2026 at the Thames Path Trail Run. Pick about 16 or 22 km, enjoy chip timing and a finisher medal, and support the plastic free event by bringing a reusable cup.

Join a guided 10 km trail run around the Devil's Punchbowl in Hindhead, tackling varied hills and stopping at a high point for stunning views. These social group runs are steady paced and run at sunset or at night with headtorches for a fun..

December 2026

Enjoy a scenic winter run around Carsington Water with half marathon and 10K options on Saturday 5 December 2026. Undulating reservoir trails, kilometre markers and a themed medal make this RunThrough event a rewarding lakeside challenge.

Take on the Cardington Cracker, a 9 mile fell race near Church Stretton with 793 m of climb and breathtaking Border views. Pre entry only and limited parking mean early sign up is essential for this rugged, rewarding test.

Mad Running Junkies' Nightmare Before Xmas Trail half marathon on 19 December in Aberkenfig, Bridgend offers a festive mixed trail with mud, climbs and scenic views. Enjoy mince pies, a bespoke medal and prizes for the best fancy dress.

July 2027

The Birmingham Black Country Half Marathon is a running event held in the Black Country region near Birmingham. Organized by StuWeb Events Ltd., the race covers the half marathon distance of 13.1 miles. While specific details about the cour..