Trail Running calendar near Chiltern Hills 2026-2027

We have found 486 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

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.

A night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

A November trail half marathon around Leighton Buzzard featuring canal towpaths, woodland, ridge trails and a boggy flood plain. The course passes Tiddenfoot Waterside Park, the Grand Union Canal and Rushmere Country Park with on-course mar..

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.

A riverside Time Challenge in Surrey with signed laps, medals from 3 km, distance pins for longer finishes, aid stations and a vegan goody bag option.

Join a Remembrance Sunday trail run in Brightlingsea on 8 Nov 2026 with live Last Post, Reveille and a two minute silence. Traffic free loops offer 10k to marathon and a 6hr timed challenge with on course aid.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run through ancient woodland and heathland in the New Forest near Brockenhurst, where free roaming ponies, horses and deer may appear. Choose the half marathon or a shorter route and enjoy a medal, finisher's gift and drink.

A 50 mile trail race made of five 10 mile loops inside Wendover Woods, with marked trails, nine aid stations, full medical cover and strict qualification and kit requirements. The route includes substantial climb and a 15 hour cut off.

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Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for finishers.

Multi-terrain 5 km and 10 km races in the Chiltern Hills on 15 November 2026, organised by Radnage C of E Primary School PTA with proceeds to the school. Village hall HQ offers a cafe, water stations and first aid on course.

A 50 km trail race based at Putteridge Bury across North Chiltern ridgelines with several viewpoints, three staffed aid stations and a fully marked route; GPX is available and a mandatory kit list applies.

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Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.

A 10 km race in Kingston on 22 November 2026 that starts and finishes at the Hawker Centre, running through town and along the river towpath. The event uses chip timing, provides a finish medal and refreshments, and offers baggage drop and..

Guided *10 km* trail runs around the Devil's Punchbowl in Hindhead, Surrey, with hilly trails, sunset and night options, headtorch and shoe trials, and group pacing in a non competitive format.

A trail run in the South Downs National Park starting from Plumpton Racecourse, offering three route distances from 9 km to 21 km with ridge trails, coastal views, and a flat final section to the finish.

Take in riverside views at the Riverside Marathon and Half Marathon in Walton on Thames on 28 November 2026. Flat, UKA certified towpath course, limited places, medals for all finishers and virtual entry available.

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

A guided 30 mile trail run from Haslemere along the Serpent Trail and Sussex Border Path, featuring Blackdown, the Temple of the Winds and varied heathland and woodland. Group format with route support and trainer guidance.