Trail Running calendar near Chiltern Hills 2025-2026

We have found 383 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

'Twas The Run Before Christmas is a festive running event held at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants can choose between a 6-hour or 4-hour timed event, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths and grass area..

The Christmas Canter is a festive running event held at the Suffolk Running Centre in Bury St Edmunds. Offering multiple distance options—5k, 10k, half marathon, full marathon, and ultra—the race features a mass start and a seven-hour cutoff. The course is entirely on road, passing through picturesq..

The Chelmsford Brew Co 12k's of Christmas, run & rum is a festive, social 12-kilometre route in Chelmsford. Starting at the Voodoo Keller Bar, runners head to the Chelmsford Brewery and back into town, with a relaxed, non-competitive vibe. The event emphasizes camaraderie: a drink token at the brewe..

The Winter Wanderlust 50km is an ultra-trail race held in Kent, UK, starting at Detling Village Hall and finishing at Wye Village Hall. Covering 50 kilometers with approximately 1,000 meters of elevation gain, the course follows the scenic North Downs Way, featuring rolling hills, vineyards, ancient..

Elves 11ish Trail is a narrative trail race held on 21 December 2025, starting and finishing at The Blackwater Leisure Centre in Maldon, England. The circular route covers 11 elvish miles, about 95% off-road across varied terrain between Maldon and Mundon. Participants navigate using written instruc..

Festive Friston Forest 5 mile night trail run takes place at The Plough & Harrow, Litlington, East Sussex. It is a self-navigated event following a Strava GPX route through forest, downlands and countryside, mostly anti-clockwise as the reverse of the Plough & Harroween 5. A written narrative to hel..

Santa Claws 10km is a winter cross-country event organized by Racing Line Running, held at Renegade Brewery in the grounds of the Yattendon Estate, Berkshire. The course is a multi-terrain 10km, with a Canicross 10km option for runners with dogs. It delivers a scenic, muddy yet beautiful route throu..

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half marathon with 3.5 laps. The event features a supportive atmos..

The Winter Woolly 10km will take place in Upper Woolhampton on Wednesday 24 December 2025. You can run 10 kilometers.

Plain Crazy Winter is a 12.5-ish mile run around Warminster, Wiltshire, organized by Redfish Events. The course is described as hilly, cold, scenic, desolate and windy, with wintry conditions possible and even snow. The event supports The Royal British Legion Poppy Appeal.Facilities include toilets,..

Winter X is a mid-winter trail-running challenge in the Meon Valley, Meonstoke, Hampshire. Runners choose from four distances: 10km, 30km, 50km, or 70km, following public trails including the South Downs Way, with short road connections. The four out-and-back legs start at The Meon Hall, with checkp..

January 2026

Knacker Cracker is a 10-kilometre trail race held near Box Hill in Surrey. Parking and registration take place at Denbies Vineyard in Dorking, with the race starting at the bottom of Box Hill and finishing at Box Hill Fort at the summit. The course is described as Britain’s toughest 10k, featuring r..

Rhino Run in Wraysbury at Wraysbury Skiff and Punting Club is a 6-hour timed running event organized by Circuit Running. The course is an out-and-back with each lap about 3.28 miles. Runners can complete from 5k up to an ultra within the time limit, using a 5k turnpoint.An aid table at each lap end..

East Hanningfield Trail Marathon is a 95% off-road, circular trail race around the village of Danbury, starting and finishing at East Hanningfield Village Hall. It is described as a narrative race with no marshals or arrows, requiring competitors to follow written route instructions. The varied terr..

G3 no.1 is a trail running event in the G3 Series held at Newlands Corner, Drove Road, Guildford, Surrey GU4 8SE. Runners can choose between 10km and 15km distances, with the start line and event car park located at Newlands Corner. The event offers bundled options for multi-race participation: 3 x..

Dark Skies Surrey Hills is a night-time trail running event at Denbies Wine Estate in Dorking, set in the Surrey Hills. It offers a night-time 10-mile, 10K and 5K races, plus Canix events and 1K/2K kids’ races for 3–11 year-olds. The undulating, muddy courses wind through woodlands beneath the stars..

North Downs Way Ultra Run is a 30-mile guided trail from St Martha’s Hill, Guildford, Surrey, along and back along the North Downs Way, including the famous Box Hill. Organised by Running Adventures, the event is designed as an approachable introduction to ultra running, with the route cared for by..

Country to Capital Ultra is a 43-mile point-to-point ultramarathon from The Shoulder of Mutton Pub in Wendover to The Stowe Centre near London’s Little Venice. The route crosses the M25 by bridge and follows the Grand Union Canal towpath into London, finishing near Paddington. The course comprises a..

The Northampton 10K is a well-organized running event held at Northampton Racecourse Park, featuring a 2.2 km start followed by three laps around the racecourse. The course is accurately measured and takes place on pathway terrain, offering water stations and first aid support. Participants receive..

WTF - Where's The Finish? is a unique timed running event hosted by Zig Zag Running at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants choose between a 6-hour or 4-hour challenge, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths..