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.

Pick 10 km or 16 kilometres along the scenic Leeds Liverpool Canal and River Aire on mixed towpath and trail. Marshalled and marked, the cupless winter race has refill stations and extras so bring your own bottle and warm waterproofs.

Take on the Holly Challenge this January on the leafy lanes of Lightmoor Nature Reserve in Telford, with multiple distance options and medals for every finisher. With only 50 places, this small friendly event offers marshals, an aid station..

Run the Petzl Night Runner at Rivington under head torch light, choosing 10 km or a half marathon on glow in the dark trail signage. Expect rough, boggy, rocky terrain, a finisher medal and lively post race buzz.

Run the scenic, traffic free Tissington Trail in Ashbourne on 24 and 25 January 2026 with a weekend half marathon or 10k. Choose one or both days and enjoy gentle trail gradients, bespoke medals and free finish photos.

Light up your night at the Dalby Forest Head Torch Challenge, a fun 5 mile trail race through atmospheric singletrack and woodland. Expect muddy, adventurous terrain and a lively community vibe for runners of all abilities.

The North of England Cross Country Championships come to Pontefract Race Course on 24 January 2026, with races for U13 to senior athletes on a challenging parkland course. Chip timing and club colours required, entries close 18 January.

Tackle The Half & Half 10K on 25 January 2026: rugged muddy trails for the first half then a fast tarmac return to the finish in Sowerby Bridge. Limited to 100 runners, this compact event suits adventurous runners after a friendly race day.

Tackle trails, paths and a signature hill across two round Dirt Run events at Irchester and Brigstock. Choose from shorter races up to 15 km, enjoy marshalled routes, water stations and a custom finisher medal for each round.

Tigger Tor is a classic winter fell race from Fox House on 25 January 2026, taking runners across Houndkirk, Burbage and Hathersage Moors in a 14.2 km course with 490 m of climb. Navigation and mandatory kit make it a true fell challenge.

Explore the Shropshire Hills from Carding Mill Valley with marathon, half marathon or 10k routes across The Long Mynd and National Trust terrain. Enjoy stocked aid stations, a medal and a fun cake competition after your run.

Flat, timed laps along the River Mersey at Hardy Farm, from 5k to ultra on a 5.3 km 3.28 mile out and back loop you can repeat within seven hours. Choose a bespoke finisher medal, refuel at a well stocked aid station and support Manchester..

Join the Hoofstones Fell Race, a challenging 12.9 km fell run with about 425 m of climbing and navigational sections, finishing back at the Staff of Life pub in Todmorden for refreshments and prizes. Open to runners 18 and over.

February 2026

Take on Dovedale Big Daddy, a classic Peak District fell race on 1 February 2026. This 20.4 km route climbs 1370 m over nine steep ascents around the Manifold and Dovedale valleys and finishes with soup and cake for runners.

Run scenic trails at Fountains Abbey and Studley Royal Water Garden, winding through Deer Park and abbey ruins. Choose 5 km, 10 km or half marathon; canicross friendly with one well controlled dog and finishers get a medal and snack.

Join the DirtRun Dudmaston 10k on 1 Feb 2026 for a scenic off road 10 km through Comer Woods at Dudmaston Estate. Enjoy a finisher medal and goodie, with category prizes including real ale for top performers.

Take on the Charnwood Hills Race on 1 February 2026, a scenic but testing 14.5 mile fell route through Bradgate, Broombriggs and Beacon Hill with rough underfoot and about 1,200 feet of climb. Entries are limited and pre entry is required.

Take on the Mickleden Straddle on 1 Feb 2026, a rugged 14.3 mile fell race across high moorland with navigation required and winter conditions possible. Pre entry and FRA kit checks mean this is a demanding winter race for fell runners.

Take on the Pendle Way In A Day, a winter ultra trail from Barley, Lancashire offering 45 mile and 30 mile waymarked routes across moorland with a climb up Pendle Hill. The February 7 2026 event is currently full with a waiting list.

Tackle a scenic two day 75 mile point to point endurance challenge from Skipton to Appleby along Lady Anne's Way. Well stocked checkpoints and GPS tracking keep you moving through classic Dales scenery.

Tackle scenic trails around Harrogate and through Nidd Gorge at the Punk Panther Harrogate Hustle on 7 February 2026. Choose 14, 20 or 34 miles and enjoy well stocked checkpoints, a finisher tee and hot food with vegan options.

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