Trail Running calendar near Cheltenham 2026-2027

We have found 429 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

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.

Join Muddy Runners for the Harewood Forest Trail Race, a spring 5k and 10k through undulating woodland trails near Andover. Scheduled for 4 May 2026, this scenic, muddy course is perfect for adventurous runners; registration opens soon.

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..

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.

Take on the Chiltern Hills 100K, a scenic trail ultra across iconic Chiltern ridges and estates on 9 May 2026. Limited field and UTMB Index status mean a competitive, well supported race with challenging climbs, full marking and live tracki..

UTMB Index

Enjoy scenic off road racing through Collingbourne woods with a chip timed half marathon or 10 km at Crawlboys Farm in Ludgershall on 9 May 2026. Marked trails, aid stations, medals and lively support make this a must for trail fans.

Run Rabbit Trail Festival at Deene Park on 9 and 10 May 2026 offers a lively two day trail weekend with an evening 10k, a half marathon and a looped 25k plus the Quest for the Golden Carrot. Enjoy festival vibes, free camping and medals.

Experience a scenic 50 mile point to point ultra from Taunton to Minehead, starting on flat canal towpaths then rolling coastal trails past marshes, beaches and woodland. Enjoy aid stations, a medal and stunning Westcountry views.

Tackle a rugged 50 miles ultra across West Somerset coast, moorland and woodland with dramatic climbs and the tiny Culbone church. Six aid stations, GPX route and medical cover support a 16 hour cutoff for experienced runners.

Westcountry Ultra 100 is a scenic and tough 100 mile trail from Taunton to Minehead, following canals, rivers and coastal paths. Expect dramatic views, challenging climbs and a 32 hour cutoff with plentiful aid stations.

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

UTMB Index

Tackle the Epona 100, a 100 mile ultra with 17,000 ft of climbing across Offa’s Dyke and the Beacons Way. Starting and finishing in Abergavenny, the mostly trail route offers eight aid stations and a 50 hour cutoff.

A 40 miles linear walk from Avebury to Streatley on 9 May 2026, following the ancient Ridgeway across chalk downlands. Checkpoints, refreshments and a finishing certificate are provided for those who complete the course.

A multi-loop trail ultramarathon in Church Stretton on May 9 2026 offering choices from 10 to 50 miles across four distinct loops with over 10,000 ft of climbing if all are completed. Central HQ provides long buffet and timed support.

Challenge the Welsh Three Peaks: Snowdon, Cadair Idris and Pen y Fan across about 17 miles of rugged mountain scenery. Join guided events with transport and support or attempt a self organised challenge on public dates in 2026 and 2027.

A lapped riverside race from Wraysbury Skiff & Punting Club along the Thames Path near Runnymede. Offers 10 km, half marathon and marathon distances with marked turnarounds, marshals, a bespoke finisher medal and prizes for top three men an..

Shires and Spires at Naseby Village Hall on 10 May 2026 offers five circular distances from 10K to a 35 mile ultra across scenic trails and country lanes. GPS files, checkpoints and live tracking provide support for casual runners and ultra..