Trail Running calendar near Chesterfield 2025-2026

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..

Brockholes Bimble on 8 May 2026 offers 10K, half, marathon or ultra on scenic trails around lakes, the River Ribble and woodlands. Limited to 100 entrants, the friendly event includes snacks, a bespoke finisher medal and £2 from each entry..

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.

The Cottam Canter on Saturday 9 May 2026 at UCLAN Sports Arena in Preston offers 5K through ultra distances on a scenic 5K canal and park loop, perfect for loop lovers and ultra runners. Field limited to 100 so enter early.

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.

Run scenic loops through Avenham and Miller Parks along the River Ribble at the Avenham Amble, with distances from 10K to an ultra and post run goodies plus a bespoke finisher medal. Limited to 100 entrants for a friendly festival atmospher..

Tackle the rugged North York Moors at Hardmoors 26.2 White Horse, offering scenic circular trails from 8 to 28 miles around Sutton Bank. Self navigated routes, mandatory kit and a 250 person limit make this an adventurous challenge.

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.

Run through the scenic grounds of Constable Burton Hall on 14 May with 5km and 10km trail options plus a 5km walk. Expect pasture, farm tracks and woodland, friendly atmosphere and limited entry for a charming country race experience.

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.

Experience a rugged Yorkshire Dales trail run from Skipton with routes through Malham Tarn, Gordale Scar and the ascent to Pen y Ghent via Fountains Fell. Distances range from 13 to 50 miles with UTMB qualifying options, tough climbs and sc..