Trail Running calendar near Chepstow 2026-2027

A point to point mixed terrain run from Mayflower Park, Southampton, following The Old Way with a short river boat crossing, historic landmarks, sticker-collecting race bibs and options for coach transport and alternative eco medals.

A trail event in Afan Forest Park offering two measured routes of about 6.5 miles and 10.5 miles with substantial climb and prize categories. A separate one mile Mini Beast for children includes a finisher medal and sweets.

Run the trails at Wimbleball Lake with a choice of a 5K or 10K distance, each featuring a lap with views and a section over the Dam. A Canicross category lets you race with your dog. Entry includes chip timing, a marked course, a finisher's..

Choose from a 44 or 33 mile point-to-point ultra along the Cambrian Way, finishing in Cardiff after passing the iconic Castell Coch. The routes traverse mountains, wooded valleys, and villages, supported by well-stocked aid stations. Organi..

The Pershore Plum 10k is a road race organized by the local running club Pershore Plum Plodders. Mark your calendar for the 30th of August 2026 for this Worcestershire event. The club is England Athletics accredited and has a history of hos..

A classic fell race near Machen featuring a 7km course with 365m of ascent. Entry is on the day only for runners over 18. The route demands proper footwear and may require mandatory weather gear.

Run alongside the Thames at the Henley River event. Choose from a half marathon, a 10K, or a junior race on undulating trails starting at Temple Island Meadows. Participants receive a themed medal, chip timing, and free photos.

A guided 30 mile trail run around the Jurassic Coast and Isle of Purbeck with about 4600 ft of ascent, following the Purbeck Way and South West Coast Path and finishing on the beach at Studland Bay.

A 30-mile ultra marathon on the circular Rhymney Valley Ridgeway Walk in South Wales. Experience varied trails, significant elevation, and supported checkpoints on this September adventure.

Battle of the Borders offers three trail distances on the Shropshire Hills, from a 10K to a full marathon. The single-lap course starts and finishes in Carding Mill Valley, with fully marked routes and required runner supplies. Participants..

Join a scenic charity 10k across Staffordshire countryside, starting and finishing at the canal side Hartley Arms in Wheaton Aston. With only 150 places, the race finishes with music and food at the pub to celebrate local charities.

A running event at Westonbirt Arboretum on 5 September 2026 with 1 mile, 5 km and 10 km routes through varied tree collections; organised by Relish The Great Outdoors and currently showing tickets as sold out.

A long-distance walking and running event crossing Wales over a 45 mile linear route to be completed within 18 hours, presented as a weekend package with accommodation, coach transport, refreshment stops and route maps.

Join the Ross on Wye Riverbank Run on 6 September 2026 for scenic multi terrain 5k, 10k and a family fun 500m along the River Wye. Flat, fast course, chip timing and medals for all finishers make it perfect for racers and families alike.

Join the Carnival Chase on 6 Sep in Warminster Town Park for 10K, 3K and a 1.2K family, wheelchair and buggy fun run. Enjoy a scenic country lane course by the boating lake, medals for all and a lively event village.

Take on the Stretton Skyline, a scenic yet demanding 30.5 km fell race around Church Stretton with 1357 m of climb and panoramic Shropshire Hills views. Pre entry only, finishers enjoy a tasty goody bag.

The Beast is a challenging trail race of around 13 miles through Corfe Castle Common, with undulating terrain and stunning coastal path views toward Worth Matravers. Enjoy water stations on course and a unique finisher t shirt.

Choose from 12, 18, or 26-mile routes through the Shropshire Hills Area of Outstanding Natural Beauty. Starting at Wistanstow Village Hall, the event includes meals and full support. It's a popular challenge walk with an entry limit of 160.

This eight-mile community event from Barnstaple Pannier Market to Crow Point in North Devon features an eight-mile course and a children's fun run. It supports the charity Families in Grief and includes an event village at the finish.

The Chiltern Wonderland 50 is a 50-mile ultramarathon on a scenic single loop through the Chiltern Hills. With 5600ft of climb and historic villages, it’s a fully marked and supported trail run. It starts and finishes at Goring Village Hall..