Trail Running calendar near Bourton-on-the-Water 2026-2027

We have found 477 Trailruns within 80 miles of Bourton-on-the-Water. See below where and when you can find the races.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Run the North Downs Way 50 mile trail from Farnham to Knockholt Pound on 16 May 2026. Enjoy rolling chalk ridges, varied trails and big views in this classic point to point test of endurance.

UTMB Index

Take on the OTT Trail Marathon or 10 mile race through the Brecon Beacons on 16 May 2026, featuring climbs over Pen Y Fan and sweeping reservoir views. A rugged looped trail challenge with scenic rewards and event buffs and coasters for fin..

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Run the undulating off road trails of Cannock Chase AONB at the Merrell Cannock Chase Challenge on 16 May 2026. Choose 10K, half, full or a pairs relay on a spectator friendly figure of eight course with water stations and camping.

Enjoy scenic running around Ironbridge Gorge from The Unicorn Inn, with 8, 16 or 26.2 mile options passing Ironbridge, Jackfield and the Silkin Way. The path based course has some climbs, clear markings and pub refreshments at the finish.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Run the Shropshire Historic 50K from Telford Town Park to The Quarry Park in Shrewsbury on 16 May 2026, via Ironbridge, Buildwas Abbey and Wroxeter Roman City. Officially measured with chip timing, nutrition stations and free photos.

Run from Tudor Sudeley Castle through the rolling Cotswold Hills on scenic trails and historic paths. Distances from 7 km to 50k welcome all abilities and the event is dog friendly.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

Join the Portcullis Trail 10 km in Langport on Sunday 17 May 2026 for a scenic run across the Levels, droves and countryside around Cocklemoor. Expect mixed trail terrain and a friendly community vibe; no headphones or dogs.

Tackle the Peak District on 21 May 2026 at the Parks Life fell race in Belper Parks Recreation Ground. Choose the main 7 km route with 210 m climb or shorter junior races for U12 and U10, with on the day entries available.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.

Run the Richmond Park Marathon, a scenic three lap 26.2 miles route through leafy Richmond Park with chip timing, marshals and on course support. Finishers get a medal and goody bag.

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

Take on Bluebell's Revenge, a Peak District fell race from the Bluebell Inn near Belper on Wed 27 May 2026. The 5.5 mile route climbs 315 m, is limited to 125 runners, accepts pre entry or cash on the night and finishes back at the pub.