Trail Running calendar near Cheltenham 2025-2026

We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

Take on the scenic Malvern Hills Ultra on 2 May 2026 from Abberley Village Hall, choosing 23, 31, 38 or 47 miles along the Worcestershire Way with dramatic climbs. Expect rugged trails, navigational challenge and a bespoke finisher medal.

Rasus y Bannau offers challenging long distance trail races through the Brecon Beacons with 100 km, 75 km and marathon options across iconic ridgelines and summits. Expect big climbs, wild mountain views and a Brecon town centre start and f..

Take on the HOWUM 2026 30 mile trail ultra around Llanidloes, following scenic paths past reservoirs, the Severn source and historic waymarked trails. With no time limit and three supported checkpoints this is a wild friendly challenge.

Join a guided 30 miles group run along the North Downs and Greensand Way from West Hanger near Guildford, taking in Box Hill, Leith Hill and Holmbury Hill. Intended for experienced trail runners able to sustain about 10 minutes per mile, wi..

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

Hit the Cotswolds trails with Tempo Trail Races on Sunday 3 May 2026, featuring distances from 10K up to a 100K ultra. Pick your challenge or try the new 50K option for a weekend of scenic, adventurous running.

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race bu..

Tackle the Bat Challenge at Beacon Hill Country Park: a six hour off road loop where you choose your pace and complete as many 3.3 mile laps as you can. Expect a steady climb to scenic high points and a fun, supportive atmosphere.

Tackle the Chiltern Hills 100K on 9 May 2026, a scenic but demanding trail ultramarathon around Chesham with 1800m of climbing. Limited to 250 runners, the marked course features checkpoints, live tracking and a finisher medal.

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The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Run Rabbit Trail Festival takes over Deene Park Estate for a lively weekend of trail running and onsite entertainment. Choose from 10 km, 25 km, 21.1 km or combine all three into the 56.1 km Quest for a big challenge and finisher medal.

Take on the Westcountry Ultra Flat, a 50 mile point to point ultramarathon on 9 May 2026 from Taunton to Minehead. Enjoy a pancake flat first half followed by scenic coastal climbs, rocky beaches and unforgettable views to the finish.

Join the Westcountry Ultra Hilly 50, a scenic yet testing 50 mile trail ultramarathon near Minehead on 9 May 2026. Coastal views, woodland and moorland, six aid stations and a finisher medal make this a memorable challenge.

Take on the Westcountry Ultra 100 mile point to point across Somerset coastline and countryside, with coastal paths, limestone cliffs and a dark skies reserve. With a 32 hour cut off and 13 aid stations, this scenic but demanding ultramarat..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

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