Trail Running calendar near Kent 2025-2026

Take on the Gatliff Marathon on 17 October 2026, a scenic 25 km or 50 km challenge through the Kent, Surrey and Sussex countryside. Based at Edenbridge Cricket Club, the event offers checkpoints, food, first aid and hot showers for finisher..

Beachy Head Marathon Weekend offers stunning coastal scenery and a variety of distances across two days, from 10k to ultra. Expect challenging hills, great support from marshals and aid stations, and a memorable autumn race near Eastbourne.

Stort30 is a scenic 30 mile ultra along the River Stort and Lee navigation, starting from Bishop's Stortford Running Club. Enjoy grassy trails, checkpoints with refreshments and a friendly club vibe with trophies for top finishers.

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.

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.

Enjoy a scenic coastal run along West Wittering Beach with 5 km, 10 km or 15.3 km routes offering sweeping views of Selsey Bill, the Isle of Wight and the South Downs. Dog friendly with canicross categories for a beachside challenge.

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..

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.

Enjoy a scenic trail challenge from Goodwood Racecourse into the South Downs National Park, with rolling single track, fire roads and a final climb back to the finish. Canicross and regular entries welcome, with chip timing, finisher goodie..

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.

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.

Reflective Remembrance Sunday run in Brightlingsea on 8 November 2026, with the Last Post and silences at the start and at 11:00. Looped traffic free 10.54 km laps let you choose 10 km, half, full or a 6 hour timed challenge.

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.

Tackle Wendover Woods 50, a demanding 50 mile trail through five scenic loops in Forestry England woodlands. Expect big climbs, technical singletrack and great support, all with a capped field for an intimate race day.

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..