Trail Running calendar near Maidstone 2025-2026

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 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.

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..

Run flat sandy woodland trails in the Suffolk Area of Outstanding Natural Beauty with 9, 16 or 23 km route options. Maverick Race brings a friendly event village at Wantisden Hall with medals, feed stations and easy road access from London.

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 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.