Trail Running calendar near High Wycombe 2026-2027

A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.

Trail running from Sudeley Castle through the northern Cotswolds, with five routes from 7 km to 50 km across bridleways, woodland and open ridge lines.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A single-lap *50 km* multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.

Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.

A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.

A track-based running event at Wodson Park offering distances from 5k to a 6 hour challenge, with chip timing, bespoke medals and aid stations on the track.

Northampton hosts 5 km, 10 km and junior races on Sunday 23 May 2027 at Sixfields Stadium. The start and finish are inside the stadium and the course continues on closed roads around Northampton.

Enjoy an undulating 10km trail run through Marlow's woodlands and Thames towpath, finishing with a commemorative medal and a refreshing drink from Rebellion Brewery.

A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.

A point to point 50 km trail race along the South Downs Way from Falmer to Eastbourne with four aid stations, GPS tracking and an 11 hour cutoff that allows walkers.

Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.

A multi-distance endurance event at Hyde Hall Farm featuring a 5.3 km loop, a 100 mile 32 hour option, timed challenges, an aid station and on site parking.

An 86 mile point to point trail race along The Ridgeway from Ivinghoe Beacon to Avebury with GPS tracking, eight checkpoints and a 28 hour time limit.

A 60 km point-to-point ultramarathon from Ivinghoe Beacon to Ridgeway View Campsite along the Ridgeway National Trail, fully marked with four aid stations.

A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.

A 13.5 mile single loop trail through the South Downs National Park from Helen Garden, Eastbourne, with about 2,000 ft of ascent and mostly trail terrain.

A family sports festival in Salisbury featuring multi terrain races, five a side football, live music and fundraising for prostate cancer on 30 May 2027.

A looped trail event at Wiston Estate offering 10K, half marathon, marathon and 100K on a marked 10K circuit with aid stations and an Event Village.

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.