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Trail Running Calendar near Milton 2026-2027

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Explore the top trail runs near Milton for 2026-2027! We've gathered 116 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Half marathon and 10k on the traffic free Monsal Trail near Bakewell. Two race days 24 and 25 October 2026, with GPX route maps, bespoke medal and free photos.
A 9.5 km trail race with a flat fast section along Monsal Dale followed by a climb and descent of Fin Cop finishing at Monsal Head, with 500 m of ascent.
November 2026
Trail races from Hartington Village Hall in the Peak District offering 8.4 km or 16.4 km routes, local cheese samples and a cheese shop goodie bag.
A chip timed seven mile country race through Garendon Park on 1 November 2026, with prizes, commemorative t shirts and a separate fun run with day entries.
Weekend trail event at Rosliston Forest in Derbyshire featuring muddy, technical forest terrain and an entry fee of £41.50.
A cross country run or walk of approximately 16 miles through the Leicestershire Wolds with on route food stops and fundraising for local charities.
A 25-mile LDWA challenge around six Peak District dales from Biggin Village Hall, with checkpoints, required kit and limited entries opening 1 August 2026.
Tackle a classic Peak District fell race around the Roaches and Shutlingsloe: 15 miles with over 1100 m of climbing across rugged, scenic terrain. On the day entry is available for £15 and includes a hot meal, perfect for adventurous runners.
Join Leg It Round Lathkil on 8 November 2026 for a scenic 11.5 km fell race in the Peak District with 290 m of climb from Lathkil Hotel near Bakewell. Entry on the day and all proceeds go to Children in Need; wash shoes for biosecurity.
A three hour fell running score event on Eastern Moors in the Peak District where competitors pick their own routes, use navigation and carry mandatory FRA kit.
A festive running event at Sherwood Pines on Sunday 22 November featuring 10 km, 5 km and a junior run on undulating multi terrain. The event supports Shelter and includes a bespoke medal, free photos and prizes.
Multi terrain running at Coombe Abbey on Sunday 22 November with 8 mile and 5 mile options, water stations, prizes, and hot chocolate at the finish.
Mudfest at Rosliston Forest is a four hour event on a 4 km loop where runners may complete as many laps as possible; field capped at 30 and entry listed at £29.
Tackle the Baslow Bolt, a scenic yet testing 13 km Peak District fell race with 400 m of climb. On 28 Nov 2026 at St Anne's Church, this community fundraiser finishes with cake and refreshments.
December 2026
Trail races at Carsington Water on 5 December 2026 feature a half marathon and a 10k around the reservoir on marked undulating trails with marshals and an event village.
A new festive trail run on 5 December 2026 from Bakewell Station offering 10k, 5k and a Junior Run on traffic free, undulating multi terrain through Peak District scenery with medals, photos and prizes.
A festive trail event at Chasewater Country Park featuring 10k, 5k and a junior run, raising funds for Shelter, with bespoke medals, photos, prizes and onsite parking.
A three hour scored fell race around Alstonefield in the Peak District with route choice, navigation and required FRA kit, part of a four race Peak Raid series.
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