Trail Running calendar near Winterbourne Monkton 2026-2027

A summer series of four evening races in Dinton Pastures Country Park. Choose from a flat, off-road 5km or 10km, or a kids' 2km. Enjoy chip timing, a finisher's medal, and the chance to track your progress across the summer months.

Event Overview The North Downs Way 50 (NDW50) is a 50-mile point-to-point trail run along the North Downs Way National Trail. It starts in Farnham, Surrey and finishes in Knockholt Pound, on the outskirts of Greater London. The total climb..

Take on the stunning Jurassic Coast World Heritage Site in May 2026. Choose your distance from a 10K up to a full 100km trek, with full support and rest stops along the iconic coastline. Walk, jog, or run your way from Corfe Castle to a cel..

The OTT Marathon & 10 Mile Race offers a challenging mountain run through the Brecon Beacons. Choose between a full marathon with significant climbs or a 10-mile trail route. All finishers receive a commemorative coaster and buff.

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

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.

The Maverick Cotswolds Trail returns for its 11th year on May 16, 2026. Starting from the historic Sudeley Castle, runners can choose from five scenic trail distances, from a 7km Short to a 51km Ultra. This dog-friendly event features a cup..

A measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

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.

A community running event in the parish of Deddington offering 5k, 10k and 20k routes on Sunday 17 May 2026. The event is open to all and supports local organisations including the Deddington Primary School PTA, Deddington PFSU and Deddingt..

The Beer Blazer is a multi-terrain fundraiser for a local school, set on the Jurassic Coast. Choose from a challenging 10-mile trail, a 6-mile route, or a family friendly fun run. The event finishes with a BBQ and offers prizes for the top..

This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.

Tackle the 10 mile Sirhowy Challenge on 17 May, a scenic multi terrain loop climbing 1500 ft to Machen Trig Point through the rolling Sirhowy valley. Undulating terrain suits adventurous runners and all finishers receive a drinks token.

The Newchurch Nine is a community trail run on the Isle of Wight with 900m, 4.5km, and 9km routes. All proceeds support the local primary school, and every finisher gets a medal. The event is known for its friendly atmosphere and inclusive..

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Join the Barbury Castle Sunset 10km for an evening trail run through the Wiltshire countryside. The off-road route passes historic Barbury Castle and finishes with refreshments at the shooting school. All profits support the Wiltshire and B..

The Fox Trail offers three distances, from 20 km to 62 km, through the Surrey countryside. All races start at different points but finish together in Godalming. The event has rolling aid stations and a generous 11-hour cutoff.

A tough trail marathon covering 26.2 miles of mixed terrain, including quarry and forestry sections. With only 60 entries available, it's a challenging test that finishes with a bespoke medal. The event starts and finishes at the Bridgend M..

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.