Trail Running calendar near Cheltenham 2026-2027

We have found 586 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Experience an annual fun run at Barton Abbey in Oxfordshire featuring 10k and 5k courses on undulating terrain. Join several race distances or a flexible family fun run to support the maintenance of Steeple Barton Church.

SOX 10 km on 13 September 2026 at Ridgeway View Campsite near Wallingford features a multi terrain 10 km and a canicross 10 km, finishers get a medal, pint cup and free drink while fundraising supports the Thames Valley Air Ambulance.

Beat the Black Dog is a 12 km canitrail and trail run at Halo Ogmore Valley Life Centre in Ogmore Vale on 13 September 2026, held in aid of PAPYRUS Prevention of Young Suicide.

Teddy Bear Run in Aston Park, Birmingham brings families together for 2.5K or 5K courses, a finisher teddy, and a teddy bears picnic. Participants are invited to fundraise for Birmingham Children’s Hospital with a suggested minimum of £10.

A seven-hour lapped trail event near Hitchin on a 5K off-road loop, with a Mini Mile and virtual option, event village amenities, parking and some proceeds donated to a local charity.

A Backyard Ultra near Crickhowell on a 4.2 mile loop of trail and tarmac, run in hourly yards with a reversed final lap to decide the winner. Medals for 32 miles and trophies for top male and female finishers.

A 50 mile single-loop ultramarathon in the Chiltern Hills around Goring on Thames, with 5,600 ft of climb, five aid stations, full medical cover and a 13 hour finish cut off. The course is mostly trail and fully marked.

A single stage trail running event of about 47 miles along the Cotswold Way National Trail from Chipping Campden to Painswick. The route uses public rights of way, features varied terrain, has food stations and live tracking, and a 15 hour..

An hourly-loop endurance event in Wyre Forest where runners repeat a 6.7 km forest loop until the last runner remains or 24 hours elapse; wooden medals are given to all and a wooden trophy to the overall winner.

A single-stage, approximately 102 mile non-stop trail race along the Cotswold Way from Chipping Campden to Bath, with a 32 hour completion limit, GPX route, live tracking, food stations and medical support.

A half marathon along the traffic free Tissington Trail from Parsley Hay to Ashbourne with scenic views over the Derbyshire Dales. Races run on Saturday and Sunday 19 and 20 September 2026 with coaches to the start and a bespoke medal for f..

Trail and ruck run event at Cannock Chase Forest on 19 September 2026 offering 5 km and 10 km ruck runs with weighted packs and a solo challenge. Live chip timing, merchandise for finishers and prizes for top competitors.

A 23 mile trail race on the Quantock Hills where runners compete against horses, plus a Pegasus Challenge four person relay. The event is in Over Stowey on 19 September 2026 with free parking and an age limit of 14 and over.

MacTuffX Watford at Woodside Stadium on 19 September 2026 offers solo, doubles and relay formats combining ten prescribed Xercises with repeated running segments. Entrants must be 18 plus and a LITE weight division is available with live le..

Fan Brycheiniog is a 15.5 km mountain race in Glyntawe with 840 m of climb. The course runs over rough tracks and open fell and requires navigation and competent mountain skills.

Run Wytham Woods offers 5K, 10K and a 1 mile family fun run through Wytham Great Wood near Oxford on September 19th 2026. The event is organised by the Eynsham community with local partners and a sponsor.

BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke fi..

Trail races on bridleways and footpaths around Clipston, offering a half marathon and a roughly five mile country race, village fundraising support, medals and homemade cakes for finishers.

Experience a multi terrain 10k run through the beautiful South Staffordshire countryside. Finishers receive a bespoke medal and homemade cakes in the heart of Brewood village square.

A looped technical trail in the New Forest at Avon Tyrrell Outdoor Activity Centre where runners choose distances on the day from 5K up to ultra-marathon. Laps are 3.28 miles, with an aid table, on-site facilities and medals for finishers.

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