Chessington
Trail Running Calendar near Chessington 2026-2027
Explore the top trail runs near Chessington for 2026-2027! We've gathered 204 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
February 2027
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
March 2027
A 10 km mixed-terrain run from Windsor & Eton Brewery along towpaths and parkland, with staggered starts, a pint cup and free drink at the finish, chip timing and downloadable race photos.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A 24 hour endurance format at Alice Holt Forest where runners repeat a 6.7 km loop each hour, finishing laps within 60 minutes. Wooden medals are given to finishers and a wooden trophy is awarded to the overall champion.
A quirky partner carrying race on a 380 m out and back course up The Nower in Dorking, with weigh in rules, helmets required and proceeds donated to a local food charity.
A hilly 13.1 miles out-and-back trail from Dorking to Leith Hill Tower with about 1,800 feet of ascent, water stations and marshals. Race HQ is The Priory School and entry includes a postrace cooked breakfast and a reusable medal.
Twelve consecutive days of timed riverside running in Walton on Thames with multiple distance options, collectible daily lantern medals, finishers shirts, and a Double-Down option to run two half marathons each day.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
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.
Seven consecutive days of timed running on certified out and back routes along the River Thames in Walton on Thames. Distances from 5 km to ultra are available and finishers earn daily mementos plus a seven day lantern medal set.
April 2027
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
Timed laps at Tilgate Park on 24 April 2027 offering distances from 5 km to ultra with medal and no medal entry options.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
May 2027
A point to point 100 mile trail race along the Thames from Richmond to Oxford on 1 May 2027 with a 30 hour limit and multiple aid stations.