Trail Running calendar near Cheltenham 2026-2027

We have found 584 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Seven consecutive offroad days at Pengethley Manor where participants choose 5k to ultra distances with a seven hour limit each day, a virtual January option, and a unique medal for each day.

Part of the 7 Deadly Sins series at Pengethley Manor, The Proud Run offers 5k to ultra distances on a tough offroad course with a seven hour time limit and both race and virtual entry options, with medals for paid entries.

Part of the 7 Deadly Sins series, The Lusty Run is an offroad event at Pengethley Manor offering 5k, 10k, half, full and ultra distances with a seven hour time limit and a virtual option during January.

Part of the 7 Deadly Sins series at Pengethley Manor in January 2027, The Angry Run offers distances from 5k to Ultra with a seven hour time limit on a tough offroad course through vineyards.

A lap-based offroad event at Pengethley Manor offering distances from 5k to Ultra with a seven hour completion limit; in-person and virtual options include a personalised bib and a medal after verification.

A multi distance off road event at Pengethley Manor with a seven hour time limit for chosen distances and an on site or virtual option. The course uses 2.5 km laps and includes vineyard terrain and a hill.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

Part of the 7 Deadly Sins series, The Envious Run takes place at Pengethley Manor on 17 January 2027 with lap based offroad routes from 5k to ultra. Runners and walkers have seven hours to complete their chosen distance and a virtual option..

A January off road 9.6 mile run across trails, fields and woodland with about 80 percent off road terrain. The event uses chip timing, has one water station at Littleton upon Severn and a 2.5 hour expected run time limit.

A six-hour self-paced lap event at Ryton Pools Country Park with a 3.3 mile runnable loop, canicross and rucking options, tiered entry fees and a charitable donation to Roald Dahl’s Marvellous Children’s Charity.

Weekend half marathon and 10k races along the traffic free Tissington Trail near Ashbourne, featuring a gentle uphill out and slight downhill return. Includes route maps, a bespoke medal, free photos and prizes for top finishers.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

Trail races at Moors Valley Country Park and Forest feature a half marathon and a 10K on marked woodland routes with chip timing. The event includes aid stations, limited canicross places, event photography and several eco friendly measures..

A 7 to 8 mile cross country run around May Hill in Gloucestershire with steep climbs, muddy trails and an open plain at the summit. A Sunday May Hill Mayhem option adds an extra loop to total 14 to 15 miles.

A twilight trail run in Hurn Forest with 5 or 10 mile out and back routes. Torches are required, 20% of entry fees go to Forestry England, and basic on-site facilities include an aid station and toilets.

A two-distance running event by G3 Series on 30 January 2027 at Hound House Road, Surrey, with 15km and 10km options and bundle pricing; start line and car park are in the field off Hound House Road with flags and signs.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

February 2027

Squirrel Challenge at Daventry Country Park is a six hour timed event on a 3.3 mile off-road loop where participants complete as many laps as they choose. Canicross is permitted and the route passes woods, open grassland and water.

A night race at Westonbirt National Arboretum on 6 February 2027, with scenic routes through tree collections and firm trail-like surfaces. Distances include 5 km and 10 km; tickets are currently sold out.

A two-day, 66-mile trail event along the North Downs Way on 6–7 February 2027 near Farnham, Surrey, with options for a full package including accommodation and meals or single-day entries and on-route support.

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