Trail Running calendar near Rye 2025-2026

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.

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.

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 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.

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..

Run scenic trails from Plumpton Racecourse on the edge of the South Downs National Park with sea views and rolling countryside. Choose 21.3 km, 15.5 km or 10.8 km and enjoy chip timing, water stations and a finisher medal.

Join a guided 30 mile trail run from Haslemere, Surrey along the Serpent Trail with stunning South Downs views. A friendly group run led by an experienced ultra runner and coach, ideal for first time ultras and seasoned trail runners.

Join the Phoenix Christmas Advent Run in Walton on Thames for distances from 5 km to ultra along a flat riverside towpath. Flexible start times, a 7 hour limit, and finishers receive a medal plus a chocolate advent calendar.

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

Take on the new winter St Edmund Way Ultra on 5 December 2026, an 80 miles route through Essex, Suffolk and Norfolk. Remote trails, checkpoints and live public tracking make this a true day and night test of endurance.

Tackle a scenic 50 km trail through the Surrey Hills, starting and finishing at Dorking Sports Centre. Well signed route with regular checkpoints and live timing makes for a bold winter ultra with a 10 hour completion limit.

Join Freedom Racing North Downs Ridge 50k from Denbies Wine Estate near Dorking, a fully signed trail along the North Downs Way through Surrey countryside. Expect almost 3000 ft of ascent, stocked checkpoints and a finisher medal.