Trail Running calendar near Milton 2025-2026

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..

Enjoy a scenic, hilly 5 mile trail around Rainow and Kerridge Ridge at the Rainow 5, held on the first Wednesday evening in May. Friendly, low key event with modest prizes, post race cakes and a pub gathering, all raising funds for local ch..

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.

Five Trig Points on 9 May 2026 is an 18 to 19 mile trail challenge around Delph with about 3,000 ft of ascent and self navigation to five local trig points. Manned checkpoints supply snacks and the finish offers free soup and hot drinks.

Five Trig Points on 9 May 2026 is an 18 to 19 mile trail challenge around Delph with about 3,000 ft of ascent and self navigation to five local trig points. Manned checkpoints supply snacks and the finish offers free soup and hot drinks.

Spire Ultra returns for its 10th edition: a scenic 33 mile trail around Chesterfield across moorland, woods, reservoirs and farmland. Expect varied terrain, good on course support and a special 10 year finisher memento.

Challenge yourself on the Marsden Moors routes on 9 May 2026, choosing from 18, 23 or full marathon distances across moorland, reservoirs and canal towpath. Expect stunning views, checkpoint snacks and a warm finish meal.

Tackle a scenic one lap ultramarathon through Sherwood Forest and estates including Creswell Crags and Clumber Park, with 30.8 or 40.8 mile options. Limited to 250 runners, this May classic blends rugged trails with legendary views.

Join a friendly, inclusive weekend of trail running and festival fun at scenic Deene Park near Corby on May 9 and 10 2026. Pick from short loops, an evening 10k, a hilly half marathon or the full challenge, with medals for all finishers.

Apocalypse Ultramarathon in Church Stretton on 9 May 2026 offers 10 to 50 mile options across four scenic but brutal loops. With a 16 hour limit, rolling food at HQ and limited places this is a bold endurance challenge.

Explore Northamptonshire on the Shires and Spires Anti Clockwise Edition, offering 10K up to a 35 mile ultra across scenic roads and trails. Waymarked routes, checkpoints and GPS support make this a great test of stamina and navigation.

Take part in the Jack Bloor Races, an evening fell race with junior events on Ilkley Moor each second Tuesday in May. A community favourite, the event raises funds for the Jack Bloor Memorial Fund to support young people.

Tackle scenic moorland trails from Hare & Hounds to Peel Tower at Holcombe 10 on 16 May 2026, with 10K and 10 Mile options across Redisher Woods. Expect tough climbs, stunning views and a finisher memento.

Tackle the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite with 10 km, half or full marathon over scenic off road trails. Limited to 500 entries, enjoy rolling terrain, aid stations, free parking and a finisher medal.

The Shindig in the Shire showcases scenic routes past Ironbridge Gorge and the Iron Bridge, with some climbs to keep it lively. Pick 8, 16 or 26.2 mile courses and enjoy finisher bling, ales and pub food at The Unicorn Inn.

Run a scenic 50k through Nottinghamshire villages and countryside, weaving between breweries along footpaths, bridleways and minor roads. Start and finish at Milestone Brewery and collect a commemorative event pint glass when you finish.

Tackle the Leaden Boot Challenge: a scenic 26.2 mile walk or run around the White Peak from Alstonefield with about 4,800 feet of climbing. Enjoy checkpoints, hearty finish fare, and support for local charities.

Take on the Pommie Panter Fell Race in Youlgrave, Peak District, a rugged 5.8 mile route with climbs, limestone descents and marshy sections finishing on the village high street. All profits support local village facilities and a friendly c..

Run a scenic flat 10K through Golden Acre Park and trails in Cookridge, a single lap route past Paul's Pond and woodland. Places are limited to 360 and proceeds support Cancer Research UK and local community groups.

Grim Reaper Running Festival at Grimsthorpe Castle Estate on 23 and 24 May 2026 features races from 10 to 100 miles and a 100 mile team relay. Camp on site and run a scenic 10 mile loop through ancient woodland and lakeside trails.