Trail Running calendar near Chester 2025-2026

We have found 540 Trailruns within 80 miles of Chester. See below where and when you can find the races.

Celebrate Boxing Day with the Whinberry Naze fell race in Rawtenstall, a punchy 4 mile course with 229 m climb across Pennine fells. Enter on the day for a festive atmosphere, fancy dress prizes and a friendly post race vibe.

Join the Chester Round the Walls Race on Friday 26 December at Chester Racecourse for a festive 6 km run along the riverside and around the iconic city walls. Competitive prizes and a commemorative finisher item await runners aged 16 and ov..

Run the Midwinter Mortimer Trail on 27 December 2025 with 15 or 30 mile routes between Ludlow and Kington in the Marches. Take in limestone tops, ridges, river valleys and ancient hill forts on this classic winter trail.

A scenic 10 km trail at Alderley Park on 28 Dec, Alderley Winter Warmer invites you to a prediction race where you estimate your time and run without watches; the closest wins. Postrace breakfast and proceeds support Stockport Foodbank.

Challenge yourself on the Bilberry Fields Winter fell race in the South West Pennines on 29 December 2025. A classic 7.4 km course with about 371 m of climb finishes back at the Hare and Hounds pub for refreshments and prizes.

Ring in the New Year with the Daleside Auld Lang Syne fell race at Penistone Hill, a scenic but testing 10.8 km loop across moorland, mud and climbs. Finishers get a bottle of Daleside beer and a warm community vibe.

Celebrate New Year's Eve on the trails at the Bowstones Fell Race in the Peak District. This 11 km fell race from Higher Poynton climbs about 325 m, is pre entry only, and rewards every finisher with a bottle of beer.

January 2026

Start the year outdoors with the 19th Hangover Hike on 1 January in Dewsbury. Choose from 10, 17 or 21 mile circular routes, enjoy checkpoints, warm drinks and a pub finish with real ale and good company.

Kick off the New Year with the Clowbridge 5k around scenic Clowbridge Reservoir in Burnley. Enjoy a friendly two lap trail run with marshals, prizes and proceeds supporting local causes.

Start the New Year at the Giant's Tooth fell race in the South West Pennines, a punchy 3 mile course with 120 m of climb and sweeping moorland views. Limited to 100 pre entry places, based at the Causeway Foot Inn with Ogden Water registrat..

Start the year under the Wolf Moon with a scenic trail half through woods and along the Five Pits Trail, finishing by a campfire with cake and hot drinks. Finishers get a Wolf Moon medal for a cosy winter challenge.

Cheshire Cross Country Championships on 3 January 2026 at Kelsall Equestrian Centre, with races from Under 11 to senior and veteran runners over classic cross country terrain. Club athletes chase individual and team honours. Entries online.

Take part in Bodenham Bound at Bodenham Arboretum near Kidderminster in January, choosing 5 km or 10 km trail routes. Tackle muddy hills and wintery trails, earn a finisher medal and donut, and support Kemp Hospice and Harkaway Scouts.

Join Race 3 of the PECO Cross Country League on 4 January 2026 at West Park and Beckett Park, Leeds. Tackle a lively single lap of roughly 4.5 to 5 miles over undulating terrain and soak up the club competition atmosphere.

Moonriver Night Race lights up Dovedale valley in the Peak District on 9 January 2026, a 9.5 km route with 345 m of climb over riverside trail, fields and woodland. Limited to 250 runners, entries are pre entry only so book early.

Run across the stunning 1,000 acre Harewood House estate on 10 January 2026 with 5km, 10km and half marathon options. Canicross friendly with medals, snacks and lively chip timing for a memorable winter trail experience.

Take on the Bowland Trail Half in Slaidburn this January for a challenging 13 mile trail with 2000 ft ascent across tracks, singletrack and boggy sections. Enjoy a warm finish meal, a keepsake and support local foodbanks.

Tackle the Bowland Ultra, a 42 mile winter trail challenge around Slaidburn on 10 Jan 2026, with rough trails, boggy sections and big climbs. Aid stations, a finisher meal and fundraising for Morecambe Bay Foodbank make it a memorable day.

Take on the Round Sheffield Run Winter on 10 January 2026, a staged trail enduro through Endcliffe Park with 11 timed stages across Sheffield parkland. Expect competitive timed sections, relaxed transitions and a lively post race party.

Discover upland trails in the Elan and Claerwen Valleys at this volunteer run walking and running event, with waymarked routes of about 12 or 20 miles. Map reading is needed; entrants receive a map and GPX in advance and funds support local..