Trail Running calendar near Winterbourne Monkton 2025-2026

We have found 481 Trailruns within 80 miles of Winterbourne Monkton. See below where and when you can find the races.

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.

Run scenic tracks through ancient New Forest woodland near Brockenhurst, with routes up to 21.6 km and regular sightings of ponies and deer. Chip timing, aid stations and a finisher medal make this a friendly autumn trail event.

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 under the stars around historic Corfe Castle on muddy, single track trails with views over Poole Harbour and chances to spot Sika deer. Choose 5, 11 or 15 km routes and finish with a metal medal and post race food.

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..

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.

December 2026

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.

Run along Bournemouth seafront at Hengistbury Head with sea views and a memorable stretch past Boscombe Pier. Choose 10 mile or 10 km traffic free routes that are largely flat, with chip timing, a medal and post race refreshments.

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 the Nightmare Before Xmas Trail half marathon on 19 December for a festive, scenic and challenging trail through woodland, steep climbs and muddy sections. With small fields, fancy dress prizes and mince pies, it is a festive challenge..

February 2027

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.

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..