Trail Running calendar near Caldecotte 2025-2026

Run the 13 mile Greenway Challenge in Letchworth Garden City on 10 May 2026, a self guided loop from Standalone Farm along the scenic Garden City Greenway. Receive maps and GPX, enjoy cake and a wooden finisher medal while supporting GRIT c..

Tackle a scenic 10 km trail across the South Downs from Cadence Cycle Club Café in Cocking, featuring rolling hills and a downhill finish. Junior races for ages 6 to 15, chip timing, medals and a lively race village make it a great day out.

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Trent Valley Ultra 50k on 16 May 2026 starts and finishes at Milestone Brewery in Cromwell, sending runners through scenic Nottinghamshire villages. Finishers get tap room access, food, entertainment and a commemorative pint glass.

Take on a classic 50 mile point to point ultramarathon along the North Downs Way from Farnham to Knockholt Pound, with rolling chalk ridge trails, the climb of Box Hill and about 1,700 m of ascent. Scenic, mostly trail and a true endurance..

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Run the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite, Rugeley, with 10 km, half marathon and full marathon trail options. Tackle undulating off road singletrack, enjoy camping and event village perks and grab one of o..

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.

Run from Tudor Sudeley Castle through the rolling Cotswold Hills on scenic trails and historic paths. Distances from 7 km to 50k welcome all abilities and the event is dog friendly.

Join the Reigate Priory Park 10K on 17 May 2026 for a scenic cross country four lap route in Surrey. Enjoy a friendly race atmosphere, bespoke medals and the chance to support the charity Sport In Mind.

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.

Stort10 '26 at Cammas Hall Farm on 17 May 2026 offers scenic 10 mile and 5 mile trail routes through woodland, farm tracks and quiet lanes. All finishers get a premium t shirt or a tree planted in their name plus a medal.

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

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.