Trail Running calendar near Cheltenham 2026-2027

We have found 434 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A muddy off road trail race of about 9.6 miles through fields, woodland, a stream and along a riverbank in Thornbury. Finishers receive a metal medal and a bespoke buff; entries were via Full on Sport and the event is sold out for 2026.

Run through vineyards and rolling laps at Pengethley Manor, choosing distances from 5k to ultra with a seven hour overall time limit. Finishers earn medals and a January virtual option is available.

Tackle scenic mixed terrain around Cosmeston Lakes in the CF64 Winter Race, a 6.4 mile off road challenge through woodland, meadows and trails. Join fellow runners on Sunday 18 January 2026 for a spirited winter test of fitness.

Join the West Glamorgan XC League Round 3 at Margam Park, Port Talbot on 18 January 2026 for a 5 mile cross country challenge hosted by Run4All Neath. Pre registration is required and race numbers will be issued by club to team captains onl..

Micheldever Forest SCOA League is an orienteering event on Sunday 18 January with courses from 2.1 km to 9.4 km on a 1:10,000 map, parking on gravel forest tracks and EMIT eCards in use.

Explore Amesbury by torchlight in a lively 60 minute score orienteering event with 24 controls, based at the New Inn. Pre entry is required, so bring lights and hi viz clothing, and juniors under 16 must be accompanied.

Take on The Holly Challenge on 24 January 2026 in Lightmoor Nature Reserve with distances from 5K to marathon and just 50 places available. Enjoy a scenic lane route, full support and a finisher medal.

Enjoy a scenic two day January Half Marathon and 10k on the traffic free Tissington Trail between Ashbourne and Buxton, with gentle climbs out and easy returns. Choose one day or both and earn a bespoke medal and free photos.

Brutal @ Bagshot serves up a muddy, hilly Army training circuit with bogs, twisting climbs and knee to waist deep water holes. The 10 km is two gruelling laps.

Spice Up Your Run Wales on 24 January 2026 at Dare Valley Country Park is a fun themed 7 hour time challenge where runners choose distances from 3km up to ultra, with optional fancy dress. Enjoy scenic trails, on course aid, and a Spice Gir..

Huffin Puffin Run on 24 Jan 2026 at Xcel SPORTS HUB, Walton on Thames. Flat 5.3 km riverside loop with distances from 5 km to ultra; lap as you like within the time limit and enjoy aid stations and digital results.

Pick your distance on the day at Running Tribe Races in Chalfont St Peter and tackle looped trails through woods and footpaths. Distances from 7 km up to marathon and ultra are offered, with an aid station serving food and drinks.

Experience the North East Night Championship at Wilton Woods on 24 January 2026, with four courses from 2.3 km to 5.7 km to suit all levels. Limited entries so book now for a thrilling evening of fast navigation under headtorches.

The Stonehenge Stomp is a not timed walking event around Stonehenge with marked routes of 5 km, 10 km, 20 km, 30 km and 40 km and marshalled checkpoints. Fifty percent of proceeds support Salisbury Hospice Charity and entries are online onl..

Choose a half marathon or 10K through Moors Valley woodlands with muddy trails, steep climbs and chances to spot deer and birds of prey. Finishers get a wooden medal and the course is fully supported and timed.

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.

Tackle trails, paths and a signature hill across two round Dirt Run events at Irchester and Brigstock. Choose from shorter races up to 15 km, enjoy marshalled routes, water stations and a custom finisher medal for each round.

Tackle muddy trails and steep climbs at the May Hill Massacre, a scenic cross country run around May Hill in Gloucestershire. Choose a 7 to 8 mile route or the longer 14 to 15 mile Mayhem loop, with a canicross option and limited entries.

Run scenic trails across the Shropshire Hills and Long Mynd at The Icing on the Cake on 31 Jan 2026 with marathon, half and 10k options. Finish by the National Trust tea rooms and join the cake competition for a sweet post race treat.

G3 no.2 brings a friendly winter race to Hound House Road, Surrey on Saturday 31 January 2026. Pick a 10 km or 15 km route and enjoy clear signage, field parking and a welcoming series atmosphere.