Trail Running calendar near Henley-on-Thames 2026-2027

We have found 675 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.

Looped trail event near Maidstone through the Kent Downs with 50 km, 25 km and 10 km options. The route is fully signed and supported with covered rest stops, medical teams, GPS tracking and weekend camping at basecamp.

A backyard ultra at Turvey House where runners repeat a 4.167 miles loop each hour; solo and paired entries are available, with 8 hour and 7 hour capped options and chip timing.

Inflatable obstacle course at Cheltenham Racecourse on 10 October 2026 with options from 2.5 km to 15 km, family rules for children, finishers medals and on-site facilities.

Trail races at Box Hill in Surrey with 21K, 31K and 50K options on marked routes. GPX files, chip timing and an event village with medals and post race food.

A 55 km circular trail in the Forest of Dean that requires GPX navigation across single track, ridges and riverside sections. The event offers staffed aid stations, canicross category, support vehicles and a finishers medal.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

A half marathon and 10K through Epping Forest, London on 10 October 2026, run on marked woodland trails with aid stations, chip timing and an eco friendly focus.

A military style obstacle mud run at Hever Castle on 10 and 11 October 2026 offering 3K, 6K and 12K routes with replica Commando obstacles, an event village and a 2-hour survival experience.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

A trail race on 11 October 2026 covering about 6 miles through an AONB near Doward and Ross-on-Wye, featuring single track, woodland, riverbanks and a notable hill climb, with marshals, a water station and limited entry for runners aged 17..

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

Trail races at Grafham Water from Marlow Park with fully marked 10k and half marathon routes, water stations and on-course first aid. Entries priced at £25 and £30, minimum ages apply, and all finishers receive a medal.

A community-run event in Old Basing with chip-timed 10K and 6K trail races plus a 2K family fun run, raising funds for Friends of Old Basing Schools.

A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.

MacTuffX Swindon at the County Ground on 11 October 2026 pairs ten Xercises with running across solo, doubles and relay formats, with an 18 plus age requirement and a LITE weight division available.

A community off road running event in Marshfield on Sunday 11 October 2026 with children's and adult distances. Entries support Marshfield Primary School and the routes use temporary access across private land.

Black To The Trails 2026 brings family friendly and longer trail runs to Blaise Castle in Bristol on 11 October 2026, with 1K, 5K and 10K options and free entry for under 16s.

A nighttime backyard ultra from Vigo Rugby Club that sends runners repeatedly on a 4.167 mile loop, starting each hour. Options include an open-ended Backyard Ultra or a 7 hour Challenge, with buckle and medal awards plus a team prize.

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