Trail Running calendar near Princes Risborough 2025-2026

We have found 492 Trailruns within 80 miles of Princes Risborough. See below where and when you can find the races.

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..

Run the Three Forts Challenge on the scenic South Downs on 3 May 2026, following rolling chalk and flint trails with some technical sections and fantastic views. Choose marathon, half or 5 mile routes with strong marshal support and proceed..

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

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.

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.

Tackle the Chiltern Hills 100K on 9 May 2026, a scenic but demanding trail ultramarathon around Chesham with 1800m of climbing. Limited to 250 runners, the marked course features checkpoints, live tracking and a finisher medal.

UTMB Index

Run to the Sea Brighton is a scenic 50km point to point ultramarathon from Horsham to Hove Lawns on the Brighton seafront. Enjoy trails, rolling downs and a coastal finish with feed stations and support for solo runners or two person relays..

UTMB Index

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

Run Rabbit Trail Festival at Deene Park near Corby on 9 and 10 May 2026 is a weekend of trail running and lively festival fun. Choose from short evening runs to a 56.1 km triple challenge, with music, activities and medals for finishers.

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

UTMB Index

Take on the Ridgeway 40 mile walk along ancient chalk downlands from Avebury to Streatley on 9 May 2026. Checkpoints, refreshment stops and a finishers cloth badge make for a rewarding day out for seasoned walkers and adventurous newcomers.

Celebrate the 30th running of the Halstead and Essex Marathon on scenic, low traffic roads through rolling hills, woods and farmland. A friendly but competitive Essex race with limited entries and strong community spirit.

Shires and Spires is a circular run based in Naseby with distances from 10K to ultra, mixing country trails and roads. Routes change direction each year and have GPS tracking, voice navigation, aid stations and a medal for all finishers.

Run the Zig Zag Marathon or Half Marathon on 10 May 2026 from Suffolk Running Centre in Bury St Edmunds along scenic, mildly undulating roads. Limited to 300 runners, with aid stations, a seven hour cut off and memorable finisher medals.

Join the Oliver Fisher 10k and 5k at Milton Creek Country Park for a scenic off road challenge supporting the Oliver Fisher Special Care Baby Trust. Enjoy trails, medals and a friendly community atmosphere while raising funds for neonatal c..

Run through the scenic Rathfinny Wine Estate in East Sussex on 10 May 2026 with 10.7 km or 21.4 km loop options. Enjoy off road trails, recycled slate medals and a carbon neutral, cup less event raising funds for the WOLO Foundation.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.