Trail Running calendar near Bourton-on-the-Water 2025-2026

We have found 418 Trailruns within 80 miles of Bourton-on-the-Water. See below where and when you can find the races.

Blindfolded and dropped at an unknown location, The Drop in Winchester challenges solo runners and teams to find their way back over 10 or 15 miles as the crow flies. No maps or GPS allowed, just navigation, grit and a taste for adventure.

Take on the Coventry Way Challenge, a scenic 41 mile circular walk or run around Coventry mostly on off road country paths. Solo entrants or teams of up to six enjoy checkpoints, tracker support and a hot finish meal in Meriden.

Run the scenic, traffic free Tissington Trail from Ashbourne to Buxton with marathon and half marathon options on an undulating out and back course. Finish at Ashbourne Leisure Centre with bespoke medal, free photos and prizes.

Join the 22nd Angmering Bluebell Trail through fragrant bluebell woods at Angmering Park Estate, with 10 km and 10 mile routes to choose from. Canicross welcome and finishers receive bespoke medals and free photos.

Choose your distance in this 7 hour time challenge at scenic Dare Valley Country Park, with multi lap routes from 3 km up to 50 km. Enjoy on course snacks, vegan options and themed medals with distance pins.

Run scenic undulating trails in Alice Holt Forest with options from a junior dash to a half marathon across looped routes. Enjoy a friendly atmosphere while supporting GUTS, raising funds for bowel cancer early detection.

May 2026

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

Take on the scenic Malvern Hills Ultra on 2 May 2026 from Abberley Village Hall, choosing 23, 31, 38 or 47 miles along the Worcestershire Way with dramatic climbs. Expect rugged trails, navigational challenge and a bespoke finisher medal.

Take on the Thames Path 100, a 100 mile point to point run from Richmond to Oxford along the scenic Thames with marked trail, plentiful aid stations and a 30 hour time limit. A classic endurance test for experienced runners.

UTMB Index

Rasus y Bannau offers challenging long distance trail races through the Brecon Beacons with 100 km, 75 km and marathon options across iconic ridgelines and summits. Expect big climbs, wild mountain views and a Brecon town centre start and f..

Join a guided 30 miles group run along the North Downs and Greensand Way from West Hanger near Guildford, taking in Box Hill, Leith Hill and Holmbury Hill. Intended for experienced trail runners able to sustain about 10 minutes per mile, wi..

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

Hit the Cotswolds trails with Tempo Trail Races on Sunday 3 May 2026, featuring distances from 10K up to a 100K ultra. Pick your challenge or try the new 50K option for a weekend of scenic, adventurous running.

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

Join a guided Box Hill Vertical KM group run near Dorking for a tough 12.5 mile route with about 1000 m of climb through woods, heath and open fields. Enjoy expert guidance, technical terrain and a social finish.

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.

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

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.