Trail Running calendar near Henley-on-Thames 2025-2026

We have found 376 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Event overview The Bournemouth Coastal TEN takes place on Saturday 22nd November 2025 at Hengistbury Head, Bournemouth, Dorset. The event offers two distance options along largely flat, traffic-free seafront paths and includes a run along B..

Event overview This is a guided trail ultra run starting and finishing in Haslemere, Surrey. The advertised distance is 30 miles. Entry cost is £45 per person. A car park is available near the meeting point and the location is a short run o..

Tackle the New Forest Stinger, a scenic off road 10 miles trail that winds through ancient woodland. Based at Ocknell Campsite on 23 November 2025, enjoy tough trails, a friendly vibe and a finisher medal.

The ATW Wendover Woods Trail Run & Canicross takes place in the scenic Wendover Woods, located at the highest point in the Chilterns near Aylesbury. Participants can choose from a 5K, 10K, or Half Marathon trail run, all set on well-prepare..

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersi..

The The Maverick Exposure Lights Dark Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 17 kilometers.

The The Maverick Original Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 22 kilometers.

Event overview This is a guided trail run around Box Hill, Dorking, Surrey. The route covers approximately 12.5 miles with around 1000 m of elevation gain. Scheduled dates include Saturday 29 November 2025, Saturday 3 May 2026 and Saturday..

Run across the golden sands of West Wittering Beach with stunning views of Selsey Bill, the Isle of Wight and the South Downs. Choose from 5, 10 or 15 km, bring your dog for canicross and enjoy a medal and finisher gifts.

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses wit..

Event details This is a guided trail half marathon in the Surrey Hills that starts and finishes in Guildford. The meeting point is St Martha's Hill in Guildford, Surrey. The event runs on several dates: 30 November 2025, 21 March 2026, and..

The Marton Mile is a community event in Marton, Rugby, Warwickshire, on a flat, traffic-free 1-mile route along the Lias Line Greenway. The course is off-road and paved, suitable for all ages and fitness levels—from walkers to casual jogger..

Event The Croome Capability Canter is an off-road running race held at Croome Park, near High Green (WR8 9DW). The course is a 6.5 mile (10kish) undulating, multi-terrain route around the park. The event is scheduled for Sunday 30th Novembe..

Winter Bumble Bimble is a social winter trail run in the Bromsgrove countryside, starting and finishing at the Park Gate Inn on Kidderminster Road. The winter event offers a 5-mile option (11 miles in summer) through Dodford countryside, a..

Event overview The Winter Bumble Bimble Trail Run is a social trail run organised by local trail running enthusiasts. The 2025 winter event takes place on Sunday 30 November 2025 and starts and finishes at the Park Gate Inn, 178 Kidderminst..

Run 26.3 miles over five laps of the Colworth Estate, combining gently undulating trails, woodland paths and country lanes. Limited entries, checkpoint support and a cup free setup make this a scenic, social endurance challenge.

December 2025

Event overview Winter on the Downs is a pair of single-loop trail ultras around the trails of East and West Sussex. Both races start and finish in Helen Garden, Eastbourne. Distances offered: 55 miles 100 miles The route begins over Beach..

UTMB Index

Salisbury Plain Winter Edition The event is scheduled for 6 December 2025 at Old Fowler Barracks, Ludgershall Road, Ludgershall, SP11 9RR. It takes place on Salisbury Plain, which is described as the largest military training area in the UK..

Run beneath the stars through Cowdray parkland and past the ruins at this atmospheric night trail, with 5km and 10km options and dog friendly canicross races. Head torches are mandatory and hot drinks await back at the Walled Garden.