Trail Running calendar near Winchcombe 2026-2027

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.

Tackle the Peak District on 21 May 2026 at the Parks Life fell race in Belper Parks Recreation Ground. Choose the main 7 km route with 210 m climb or shorter junior races for U12 and U10, with on the day entries available.

Join the Carsington Hill Race on Friday 22 May 2026 for a challenging 9.5 km (5.9 miles) hill course with sweeping Peak District and Carsington Water views. Part of the village festival, the event supports local facilities and ends with foo..

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.

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.

Run the scenic Richmond Park Marathon, a 26.2 mile trail race through ancient woodlands and open parkland over three laps. UK Athletics affiliated and charity supported, it offers chip timing, aid stations and medals for all finishers.

Enjoy a lively 6.5 km hill run on Mynydd Myfyr near Oswestry with mixed terrain and 150 m of climbing, supporting Trefonen Hill Walk Weekend. Entry on the day welcome; scenic views and prizes make it a rewarding spring challenge.

Run the Taunton Trail 10K or Half Marathon on 24 May 2026 at Taunton Rugby Football Club for an ultra flat, fast route along scenic waterways. Friendly marshals, well stocked feed stations and finisher medals make for a rewarding day.

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.

Take on Bluebell's Revenge, a Peak District fell race from the Bluebell Inn near Belper on Wed 27 May 2026. The 5.5 mile route climbs 315 m, is limited to 125 runners, accepts pre entry or cash on the night and finishes back at the pub.

Tackle the Batch Bash in All Stretton on Wed 27 May 2026, a steep 4.8 km fell run with 305 m of climb to test your hill legs. Friendly entry options and a capped field keep this a welcoming, lively race day.

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.

Tackle the full Ridgeway in an 86 mile point to point trail from Ivinghoe Beacon to Avebury Stones, with rugged views, checkpoints and solid race support. Limited field makes this a classic long distance test for experienced trail runners.

Celebrate the 50th anniversary of Rocky with a flexible 7 hour time challenge at Dare Valley Country Park, where you choose your distance from 3 km to ultra. Enjoy scenic trails, on course aid, medals for finishers and ice cream at the end.

Tackle the Ridgeway Chase 60 km ultramarathon across iconic ridgelines and wooded trails, starting at Ivinghoe Beacon and finishing near Wallingford. Expect a scenic but testing day with full support, chip timing and a finisher medal.

Join the Southampton Running Festival on 31 May 2026 for scenic 5K, 10K, half marathon and junior races around Southampton Common. Lap courses wind through woodland, ponds and parkland with an event village at the finish.

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.

Take on the Griffin Challenge, a six hour looped run along the scenic Griffin Trail from Braybrooke Taproom, completing 3.3 mile out and back laps to cover as much distance as you can. Enjoy free parking and the taproom after the run.

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.