Trail Running calendar near Oxford 2026-2027

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.

Experience the beauty of the North Wessex Downs with trail races of 20 or 33 miles. Run through historic sites like Avebury and the rolling Wiltshire countryside on courses designed for trail enthusiasts.

A guided 5 km trail run in the Chiltern Hills on 3 May 2026 followed by a Movement Project class. Participants are grouped by ability and supported by Run Leaders; facilities include a cafe, toilets and bag drop.

A friendly trail run on Headley Heath near Leatherhead with a two lap 10 km route through open and woodland paths. The undulating course has a small hill on each lap and offers scenic views and bluebells.

Runaway Train in Shepton Mallet on 3 May 2026 combines a cross country trail race, a family walk and a town centre boxty feast, with scenic routes through woods, tunnels and viaducts and 8½ mile, 6 mile and 3 mile options.

A trail festival in Winchester on 4 May 2026 offering four distances from 14 miles to a 50K ultramarathon, fully marked routes, aid stations and parking at Winchester Rugby Club.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..

An annual off-road race day around Chepstow Park Woods starting and finishing at Hood Memorial Hall, Devauden. Distances include 10k, 5k, 2.4k for ages 8 plus and a 60m junior dash with a small donation on the day.

Spring trail races in Harewood Forest featuring 5k, 10k, canicross and a children's fun run on undulating forest and field routes. Pre-registration only; proceeds support local playing fields and school PTA.

A mainly off road 15k trail run at Trifarm, Boreham on 06 May 2026 featuring an anticlockwise route on public footpaths and bridleways, on-site parking, water points and manual timing.

Join this 5 mile multi terrain race at Bromsgrove Rugby Club featuring a scenic route of trails and towpaths. This evening event welcomes both solo runners and canicross participants for a focused and competitive run.

A six hour looped trail event at Beacon Hill Country Park on 8 May 2026 featuring a 3.3 mile off road circuit. Runners choose how many laps to do, may continue into dusk and darkness, and must carry a head torch after dusk.

A 100-kilometre anticlockwise loop through the Chiltern Hills, the race follows The Ridgeway and local trails with six checkpoints, marked navigation and open GPS tracking. The event is based in Chesham and limited to 250 runners.

A point to point 50 km ultramarathon from Horsham to Brighton seafront on 9 May 2026, featuring multi terrain trails, four feed stations and a 9.5 hour cut off. Individual and two runner relay entries are offered with team prizes.

A multi-distance weekend at Deene Park near Corby offering three standalone trail challenges and a combined 56.1 km Quest, with varied surfaces, woodland terrain, evening running and free camping.

Goring Gap Trails in Mapledurham near Reading runs across 9 and 10 May 2026, offering trail races from a half marathon to a 50 Mile Ultra plus walking options. The event is TRA licensed and has affiliated and unaffiliated entry categories.

A Welsh trail event offering a 100-mile loop from Abergavenny and a 100 km route from Talgarth to Abergavenny, both following Offa’s Dyke, Cambrian Way and Beacons Way across mountain terrain.

An inflatable obstacle course in Guildford, Surrey on Saturday 9 May 2026 covering 5 km. The organiser says the 2026 edition is bigger and bouncier, and recent bookings include 64 in the past 24 hours.

A linear 40 miles walk along the ancient Ridgeway from Avebury to Streatley, crossing Wiltshire, Oxfordshire and Berkshire and passing prehistoric sites. The event uses mapped routes, staffed checkpoints with refreshments, and awards a comp..

Test your endurance at Stanmer Park by completing 4.167 miles every hour until only one runner remains. This out and back course offers a personal challenge with support facilities and refreshments for all participants.