Trail Running calendar near Milton 2026-2027

The Rainow 5 is a scenic 5 mile trail race on the edge of the Peak District, taking in White Nancy and Kerridge ridge. Friendly and low key, the event raises money for local charities and mountain rescue.

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race bu..

Tackle a spirited 5.4 km village course with 180 m of climb in Lothersdale on 6 May 2026, starting from a carrot on the track for a touch of local charm. Day entries only and small fees make this a relaxed, community friendly hill run.

Join Kirkstall Rock up n' Run on 7 May 2026 for a lively pop up summer series race by Its Grim Up North Running. Choose 5k or 10k, grab a medal and enjoy hot food and a post run beer or soft drink.

Tackle the Bat Challenge at Beacon Hill Country Park: a six hour off road loop where you choose your pace and complete as many 3.3 mile laps as you can. Expect a steady climb to scenic high points and a fun, supportive atmosphere.

Take on the classic Pinhaw fell race across the South West Pennines, 8 km (5 miles) with 213 m of climb and rewarding views. Entry is on the day via Earby Cricket Club for a modest fee and teams of three are welcome.

Take on a 30.8 or 40.8 mile single lap trail around Walesby in Nottinghamshire, passing Sherwood Forest, Creswell Crags and the scenic Welbeck, Clumber and Thoresby estates. The waymarked route has marshals and aid stations and finishers ea..

Run Rabbit Trail Festival at Deene Park on 9 and 10 May 2026 offers a lively two day trail weekend with an evening 10k, a half marathon and a looped 25k plus the Quest for the Golden Carrot. Enjoy festival vibes, free camping and medals.

Join the 10th Spire Ultra on 9 May 2026, a 33 mile trail around Chesterfield through moorland, ancient woods, reservoirs and restored mining country. Aid stations, race signage and medical cover support runners, and finishers receive a spec..

Explore the wild Colne Valley with the Marsden Moors challenge on 9 May 2026, now offering a full marathon option alongside 23 and 18 mile routes. Enjoy moorland trails, reservoir views, checkpoints with snacks and a hot finish meal.

Tackle an unmarked 18 mile fell trail around Castleshaw with about 3000 ft of ascent on Saturday 9 May 2026. Navigate checkpoints along footpaths including parts of the Pennine Way and enjoy manned feeds and hot soup at the finish.

Apocalypse Ultra in Church Stretton offers four rugged loops that total 50 miles and over 10,000 ft of ascent. Run or walk one to all four loops in any order and direction for a tough, flexible endurance challenge.

Five Trigs is a rugged 19 mile off road navigation challenge across the South Pennines, visiting five trig points including Blackstone Edge. Follow trails and the Pennine Way, test your navigation skills and soak up wild moorland views.

Take on The Tour of Bradwell The Other Half, a challenging fell race in the Peak District starting and finishing at Bradwell Sports Club. Expect a long high ground route with big climbs and a lively mass start atmosphere.

Cressbrook Crawl on Saturday 9 May 2026 invites runners to tackle the Peak District in a 10.5 km fell race with 400 m of climb from Cressbrook Club. Pre entry is required, so sign up early for a scenic and gritty hill challenge.

Shires and Spires at Naseby Village Hall on 10 May 2026 offers five circular distances from 10K to a 35 mile ultra across scenic trails and country lanes. GPS files, checkpoints and live tracking provide support for casual runners and ultra..

Enjoy a scenic 10 km trail through bluebell woods along the River Yarrow in Yarrow Country Park, Chorley on 10 May 2026. A one lap out and back route with a river crossing promises a memorable spring run.

Trunce 3 at Oxspring Playing Field on Mon 11 May 2026 offers a scenic but hilly 6.2 km senior race with 190 m of climb in the Peak District. Entry on the day is £3 with a 3 km over 10 junior race included, part of an eight race series.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

Take on the classic Shining Tor fell race in the Peak District on 13 May 2026, a scenic 9.4 km challenge with 311 m of climb. Expect rough trails, great views and a friendly fell running atmosphere for adults of all abilities.