East Grinstead
Trail Running Calendar near East Grinstead 2026-2027
Explore the top trail runs near East Grinstead for 2026-2027! We've gathered 194 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Looped trail event at Wiston Estate with a marked 10K circuit and distances from 10K to 100K, plus aid stations, a dedicated 100K area and on-site camping.
A 10th anniversary half marathon and new 10k in Chislehurst that explores local green spaces and raises funds for The Maypole Project.
A 7 km cross-country fun run at Trenchmore Farm on 22 May 2027 with music, burgers and a free drink for each runner.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
A 50km point to point trail from Falmer to Eastbourne along the South Downs Way, with about 3,500 feet of ascent, four aid stations and live GPS tracking.
A supported trail event from Richmond to Brighton offering 100 km, 50 km, 25 km and marathon options with rest stops, GPS tracking, medical support and camping.
A single loop trail half marathon around the Seven Sisters and Beachy Head in the South Downs National Park, covering 13.5 miles with about 2,000 ft of ascent.
June 2027
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
A point-to-point 30 km trail along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing, bag transfer and an athletics track finish.
Two supported trail options in London - a 55 km ultra and a 25 km trail run along the Capital Ring, finishing at Richmond Green with feed stations and chip timing.
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
Trail half marathon from Chiddingly across the Wealdway and Vanguard Way, about 22.2 km with two checkpoints, chip timing, 5 hour limit and a 400 runner cap.
Urban 100 km ultramarathon in central London with 100 km, 50 km and 25 km routes that pass 100+ city landmarks and include staffed checkpoints.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.