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.

Tackle scenic, hilly trails at Wendover Woods with a half marathon, a 10k and a junior 1k on 7 June 2026. Enjoy forest scenery, a cafe and adventure playground plus medals, photos and prizes for top finishers.

Join the Coombe Hill Fell Race in Wendover for a punchy 7 km with about 220 m of climb, including a steep ascent and descent. On the day entry is available and your entry includes a pint at the finish.

Trail races at Alice Holt Forest in Surrey offering 10 km and half marathon routes with chip timing, feed stations and on site medical support. Finishers receive a medal, event merchandise, a snack and a drink.

A scenic, multi-terrain 11.2 km race around Gnosall with chip timing, marshals, water stations and finisher t-shirts. A chip timed family fun run of 1 km or 0.5 km offers medals and a play area for children.

Run the iconic Offa's Dyke 15 on Saturday 13 June 2026, a scenic classic reborn from its 1977 origins. Solo and relay entries welcome for a memorable day of countryside running and friendly competition.

A 100 mile nonstop foot race along the South Downs Way from near Winchester to Eastbourne, mostly on trail with 12 aid stations, full medical support and a 30 hour cut off.

A 50km non-stop trail race on 13 June 2026 along the South Downs Way from Matterley Bowl to Queen Elizabeth Country Park, featuring 4000 ft of climb, four aid stations, full medical cover and a 9 hour cut off.

Tackle the rolling Cotswolds from Cirencester with distances from 10 km to a full 100 km loop featuring scenic trails and challenging climbs. Choose continuous or two day options with campsite basecamp, catering and full route support.

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A community running day at Neroche Primary School on 13 June 2026 featuring chip-timed 5 km and 10 km courses, a children’s fun run, medals and prizes, with proceeds supporting the school PFA.

A day of off road races at Cheddar Gorge with distances from 1 km to marathon and a multi-event Omnium, set on marked routes through the Mendip Hills and gorge cliffs.

The Hampshire Hoppit is a scenic trail event on Watership Down with marathon, half marathon and 10K options on 14 June 2026. Enjoy rolling chalk downland, sweeping county views, marshalled trails, feed stations and a finishers medal.

Timed multi-distance event on a 5.3 km riverside loop in Walton on Thames with a 1.5 hour start window and a seven hour time limit, offering a finishers medal or a lower cost no medal entry.

Tackle the Three Shires Way with point to point trail races around Grafham Water, finishing at Marlow Park. Choose the 50 mile ultra or the marathon and enjoy rolling countryside, ancient woodlands and full support for a memorable challenge..

Experience a multi day running and walking festival at the Pinkery Centre on Exmoor, with trail runs, long walks, evening talks, films and social gatherings over a June weekend near the summer solstice. Routes suit families to ultra runners..

Malvern Midsummer Marathon on 20 June 2026 offers routed hill courses from Colwall Village Hall with 27 mile and 15 mile options, checkpoints with snacks, and a hot meal at the finish.

Two trail routes follow the Mortimer Trail into Ludlow Castle, offering approximately 30 miles and 14 to 15 miles of mixed trail, field and road terrain with notable ridge sections and historic landscape features.

Run the Dunstable Downs Half Marathon, a scenic 21.2 km trail across chalk downland with over 450 m of climbing. Limited to 300 runners, the technical course features aid stations, a finishers medal and a National Trust backdrop.

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Tackle scenic off road trails at The Martian Race on Horsell Common, with 2 km, 5 km, 10 km and 21 km options for all abilities. Volunteer run and charity focused, this popular event blends nature, challenge and community spirit.

A multi-terrain 10 km event at Twisted Tree Brewery on the private Tusmore Estate in Bicester, with standard and canicross 10 km options. Entry is £32 plus fees and entries close 17 June 2026; finishers receive a medal and a drink.

Take on the Colworth Marathon Challenge over a three day weekend in North Bedfordshire, where three multi terrain races add up to a full marathon. Enjoy free camping, family entertainment and children's races while choosing one, two or all..