Trail Running calendar near Wimborne Saint Giles 2026-2027

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.

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.

Trail running from Sudeley Castle in the northern Cotswolds with routes from 7 km to 51 km, marked trails, outposts and mandatory kit for longer courses. The event uses reusable cup policy and provides parking, bag drop and timed results.

Take on the Reigate Priory Park 10K on 17 May 2026, a measured four lap cross country route through scenic Priory Park. Open to ages 15 and over, this England Athletics affiliated race supports Sport In Mind and offers medals and trophies.

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.

Tackle rugged coastal trails and pebble beaches at the Beer Blazer in Seaton, with 10 mile, 6 mile and a 1 mile fun run options. Expect dramatic cliff top views, steep climbs, a beach section and a post race BBQ for all.

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 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.

Run the London to Brighton Ultra Challenge, a scenic trail across the North and South Downs with distances from 100 km to 10 km. Pick a single day or relaxed two day route with rest stops, camping and full support along the way.

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.

A flat riverside trail event in Taunton on 24 May 2026 offering a 10K and a half marathon. Awards for top finishers and a large finisher medal are included, and past participants note friendly marshals and good feed stations.

Run across Dorset from just south of Salisbury to the Jurassic Coast on mostly trail with minimal road running and support along the route. Choose from 100 km, 50 km or a 20 mile Purbeck Traverse for a rewarding coastal challenge.

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.

Beat The Sunset 50km in Maidenhead is a single lap, mostly off road ultramarathon along the Thames Path, Jubilee River and Green Way. Flat and scenic, the fully signed course features checkpoints, chip timing and post race mementoes.

Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.

Join a guided 13 mile trail run in the Surrey Hills from Guildford, led by an experienced trail guide. Enjoy views along the North Downs Way and St Martha's Church while running with a friendly group rather than racing.

Choose your challenge in this 7 hour timed event along the River Thames at Wraysbury Skiff and Punting Club. Scenic signed laps, aid stations, medals and goody bags await runners from 3 km up to ultra distances.

Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.