Trail Running calendar near Chesterfield 2025-2026

We have found 589 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

Experience the Run for Wildlife Spring 10K at Yorkshire Wildlife Park, a running safari on mixed terrain with glimpses of lions, giraffes and rhinos while supporting the Wildlife Foundation. In-person entries include park entry but are curr..

Run the Tissington Trail Marathon or Half in Ashbourne on 26 April 2026 and enjoy traffic free miles along a scenic former railway between Ashbourne and Buxton. Both distances offer a challenging out and back on mixed undulating terrain.

Run Delamere Forest on 26 April 2026, choosing 21k or 42k over undulating woodland trails that pass Blakemere Moss, the Sandstone Trail and Old Pale Hill. Enjoy marked kilometres, aid stations and classic forest scenery.

Take on the Bleaklow Blitz, an 8 mile fell race from Torside Reservoir up the Pennine Way to Bleaklow Head and back. Expect wild moorland, stiff climbs and a fast descent for a classic spring challenge.

Join the Bunny Run Relay in the South West Pennines for a playful team race of three, each running a short hilly leg. On the day entries only, eggs serve as batons and every finisher gets a Cadbury creme egg.

Take on the Ian Charlesworth Hartcliff Hill fell race in Penistone on 28 April 2026: a spirited 7.4 km loop over fields and rough tracks with great views and friendly marshals. Fast, well marked and ideal for club teams.

Orchan Rocks is a classic fell race in the South West Pennines on Tue 28 Apr 2026, starting at the Staff of Life pub in Todmorden. Tackle a punchy 5.4 km course with 280 m climb, open to runners aged 14 and over with pre entry or day entry.

Enjoy a scenic riverside run on the Trans Pennine Trail with 5 km and 10 km routes, mostly flat and fast. Limited to 150 runners, finishers get a drink from Piglove Brewery and night runners must carry a headtorch.

Fo(e) Edge is a compact fell race in the South West Pennines on Wed 29 Apr 2026, sending runners over 4.1 miles with 300 m of climb from Cowpe Village Hall. Entry on the day is £5 and teams are welcome for a spirited midweek test of hill le..

Join the Dragonfly Challenge at Pooley Country Park for a six hour timed loop where you run as many 3.3 mile laps as you like. Enjoy scenic parkland and a climb to the Golden Tower of Leaves, with the choice of a medal or a tree planting to..

May 2026

Tackle the Malvern Hills Ultra on 2 May 2026 across stunning Worcestershire ridges with distances from 23 to 47 miles. Choose self guided routes, earn a finisher medal and enjoy big climbs, beautiful views and wild terrain.

Tackle a 50 mile ultra in the Yorkshire Dales on 2 May 2026, starting and finishing at Malham. Scenic but tough, the Pennine Barrier climbs over 2500 m and passes Malham Cove, Malham Tarn and the Yorkshire 3 Peaks.

UTMB Index

Join the Cake Race on Sat 2 May 2026 in Diggle, starting from the Diggle Hotel, for a scenic 16 km fell challenge over the Pennines. Fast times, team prizes and a quirky cake reward for bakers make this a must do spring race.

Race the TFG Castle & Cake Trail in the Peak District on scenic 13.1 km or 6.5 km waymarked routes starting below Peveril Castle. Finish in Castleton with complimentary baked goods and spectacular views of the Great Ridge and Mam Tor.

Join the Worsley Woods Ladies 5 Mile Trail Race on Sunday 3 May 2026 for a scenic, women only 5 mile run through woodlands starting from Beesley Green Community Centre. Enjoy a friendly, club atmosphere hosted by Swinton Running Club.

Coiners is an 11 km Calder Valley fell race across moorland around Stoodley Pike and Bell House Moor, climbing about 396 m and rewarding runners with sweeping views over Cragg Vale. The flagged route must be followed due to nesting birds, s..

Start the Jane Tomlinson Canal Race Series with a flat 5 km along the scenic Aire and Calder towpath in Methley, Leeds. Run to support the Jane Tomlinson Appeal with prizes and keepsake shirts for series entrants.

Rainow 5 is a scenic 5 mile trail race over White Nancy and the Kerridge ridge near the Peak District, with about 230 m ascent. Limited entries, friendly vibe and proceeds benefit local charities and mountain rescue, with tea and cake after..

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.