Trail Running calendar near Upper Woolhampton 2026-2027

We have found 517 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

A spring trail run of around 10 km through bluebell-carpeted woods in the Chiltern Hills, starting from Tring and led in ability groups by Run Leaders. Facilities include a cafe, toilets and bag storage; dogs allowed with cani-cross kit.

Explore the South Downs National Park with a 28 or 18 mile route for walkers and runners. Experience the Seven Sisters and iconic villages with hosted checkpoints and a hot meal at the finish.

Explore the Wiltshire landscape on a circular route through the Vale of Pewsey and Marlborough Downs. This event features four distances passing historic sites like the Avebury Stone Circle and Silbury Hill.

May 2026

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Isle of Wight Ultra Challenge The Isle of Wight Ultra Challenge is a trek and trail running event on the island's coastal path. The main event takes place over the weekend of 2–3 May 2026. Participants can walk, jog, or run. Multiple distan..

Event Overview The Thames Path 100 (TP100) is a 100-mile point-to-point continuous trail race. The course follows the Thames Path from Richmond in south-west London to the city centre of Oxford. This is the 15th annual edition of the race...

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Join a guided 30 mile group trail run through the North Downs Way and Greensand Way featuring summits like Leith Hill. This noncompetitive event offers professional coaching and scenic views across the South East England countryside.

Experience a unique three day event through West Sussex featuring 10 mile and 10k races that combine to form a full marathon. This bank holiday weekend also offers family fun runs and chip timed mile races for all ages.

Run Silchester offers three scenic trail distances starting from the village playing field. The route takes runners past ancient Roman walls, a historic church, and through woodland. The day includes a village market, food stalls, and music..

Run For Your Life on 2 May 2026 at Parliament Hill, Hampstead Heath offers 10 km, 5 km and a 2 km Fun Run on scenic trails past Kenwood House. Managed starts and medals welcome all while proceeds support Jubilee Hall Trust.

Experience an entirely off road five mile race through the North Wessex Downs. This annual community event follows the Test Way through beautiful woodland and farmland to support local charities.

Explore the Cotswolds trails at the Tempo Trail Races. Choose from five distances including a new 50K ultra option. The event starts and finishes at the Ilmington Sports & Social Club.

Join a day of trail running at the Culden Faw Estate, featuring team relays, sunrise 5K/10K runs, and a downhill time trial. The course mixes gentle hills with a long descent through woodland tracks. Set up a base camp and enjoy chip timed..

Test your endurance on the beautiful South Downs with a choice of marathon, half marathon, or five mile trail distances. Enjoy a well supported community event featuring stunning Sussex scenery and challenging hill climbs.

Experience a guided 12.5 mile trail run at Box Hill featuring over 1000 metres of elevation gain. This non competitive group event traverses technical woodland and heathland terrain under the guidance of a professional trail coach.

Experience a scenic trail run through beautiful bluebell forests with distances ranging from 5K to a Half Marathon. Enjoy a way-marked course with well-stocked aid stations and a finisher medal for all participants.

Run your own distance along the scenic Stroud Waterways canal in this flexible timed event. Start when you like within a one-hour window and see how far you can go in seven hours. Every participant gets a finisher's medal.

Event Details The Marlborough Downs Challenge offers two off-road running events. Participants can choose a 20 mile or a 33 mile trail race. The distances are approximate. Course Information Both courses are mostly off-road, following sceni..

Experience a guided 5km trail run through the Chiltern Hills followed by a specialized movement class. This springtime event in Aldbury offers trail running tips and movement skills instruction for all ability levels.