Trail Running calendar near High Wycombe 2026-2027

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Trail running from Sudeley Castle in the northern Cotswolds with routes from 7 km to 51 km, marked trails, outposts and mandatory kit for longer courses. The event uses reusable cup policy and provides parking, bag drop and timed results.

A measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

A community running event in the parish of Deddington offering 5k, 10k and 20k routes on Sunday 17 May 2026. The event is open to all and supports local organisations including the Deddington Primary School PTA, Deddington PFSU and Deddingt..

Celebrate the 43rd edition of the Stort10, a highly-rated trail race in the Essex countryside. Choose between a 10-mile or 5-mile course on farm tracks and woodland trails starting from Cammas Hall Farm. Enjoy the inclusive atmosphere with..

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

A community trail run on 17 May 2026 at Newchurch Primary School with three route options and age-based entry fees; proceeds support learning resources and all entrants receive a medal and enter a raffle for prizes.

An evening event at Chelmsford Brew Co offering a GPX/Strava 10 km trail run or a relaxed hike, with entry including a drink, crisps and a finisher's medal; under 18s are not permitted.

Four point to point races across the South Downs National Park on 23 May 2026, with mainly runnable, non-technical trails and a finish at Beachy Head in Eastbourne. Courses are fully marked and supported with regular aid stations.

A multi-distance trail event from Richmond upon Thames to Brighton on 23 to 24 May 2026. Distances include 100 km, 50 km, 25 km and 10 km with marquee rest stops, medical support, GPS tracking and optional camping.

A Surrey trail running event on 23 May 2026 offering 20K, 41K and 62K routes that all finish at Burys Field, Godalming, with marked courses, regular aid stations and an 11 hour cutoff policy.

A single loop trail race in the South Downs National Park starting and finishing in Eastbourne. The 13.5 mile course follows the South Downs Way via Friston Forest, the Seven Sisters and Beachy Head with 2,000 feet of elevation.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.

This trail marathon takes place over three scenic laps in Richmond Park. The mixed-terrain course features a unique first lap and two shorter laps on the Tamsin trail. Comprehensive facilities, including on-course medical support and aid st..

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.

A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.

Run a scenic 10km trail along the River Thames, crossing the historic Marlow Bridge. The race finishes at Marlow Rugby Club with a Rebellion Brewery takeover, offering finishers a medal, drink, and souvenir cup.

An off-road race in Dursley on 25 May 2026 covering about 10.31 km with 318 m of climb, visiting Cam Peak, Cam Long Down, Uley Bury and Downham Hill. Entries are limited to 120 and handled via Entry Central.

A single lap 50 km multi terrain ultramarathon around Maidenhead using the Thames Path, Jubilee River and Green Way. The course is fully signed with four checkpoints, chip timing, live tracking and finish area facilities.