Trail Running calendar near Maidenhead 2026-2027

We have found 616 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

Trail races at Westerlands near Graffham: a 50 km Ultra linking five long distance trails and a 13 mile Half on three trails, with SportIdent timing, aid stations, mandatory kit and a wooden eco-medal for finishers.

Trail races of 21.6k, 16.7k and 10k through New Forest National Park near Brockenhurst. Wide hard packed gravel tracks, woodland and heathland with chip timing and on-course refreshments.

A multi-terrain *5K* and *10K* race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.

MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.

A 7 hour Time Challenge on a signed riverside loop at Wraysbury Skiff and Punting Club, with distances from 3 km to 50 km, themed medals and distance pins, goody bags and aid stations on each lap.

A marathon and a half marathon in Broadway, Worcestershire set mainly on trails through the northern Cotswolds, featuring Broadway Tower, Snowshill and Stanway. Both races are licensed and the course is marked with marshals at key points.

A countryside walking event based at Barton-le-Clay Village Hall with 12 miles for walkers only plus 18 and 26 mile routes across field paths, tracks and woods. Online entries run 1 September to 13 November 2026.

Trail running in the Meon Valley with 15.5, 21.5 and 40 mile options on South Downs Way and local trails. Courses are waymarked with stocked checkpoints and there are specific age and entry rules.

A six-hour lap event at Salcey Forest where participants choose how many 3.5-mile loops to run. Dogs and rucking are allowed, a reduced parking rate is available, and there are options for charity donations or a tree token instead of a meda..

A 10k night trail at Salcey Forest on a marked two lap crushed stone route that can be slippery in wet weather. A head or chest torch is required, Petzl will provide demo kit, and a canicross option runs ten minutes before the main field.

A fully marked *50 km* trail ultra from Putteridge Bury in Luton, running along North Chiltern ridgelines with three checkpoints, required safety kit and UTMB World Series index status.

A riverside trail run from Alexandra Gardens in Windsor along the Thames. Two chip timed distances with medals, refreshments, water stations and on-course first aid.

Enjoy a guided 10km trail run through the scenic Chiltern Hills followed by a private tour and tasting at Tring Brewery. This social event includes professional trail instruction and is open to runners of all abilities.

An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.

Night time looped trail run at Moors Valley Country Park on 21 November 2026 with 10 km, 20 km or 30 km options, compulsory headtorch and free main car park; runners can choose a tree planting option instead of a medal.

A trail event at Spider Hill featuring a single 10 km lap with marshes, Alligator Swamp, Swan Lake, the Muddy Mile and Duck Pond. A 5 km option uses a shortened version with the same muddy, wet terrain.

A mostly off road 15k trail at Trifarm near Boreham on 21 November 2026, following public footpaths and bridleways. The anticlockwise route starts by the lake and finishes on the running track beside the road entry.

A 14 mile trail run on 22 November 2026 with a climb at the start, downloadable route maps and a GPX file. Basic aid stations are provided and parking is very limited so train or cycle travel is recommended.

A Half Marathon and a 10k on Wimbledon Common in London supporting Beder, with a trail marked course, course marshals and an event village offering food, drink and partner goodies.

A *10 km* road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local..

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