Montgomery close

Trail Running Calendar near Montgomery 2026-2027

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Explore the top trail runs near Montgomery for 2026-2027! We've gathered 42 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A winter fell race near Little Stretton covering 8.1 km with 762 m ascent, four steep valley climbs, mandatory WFRA kit and a 1 hour 15 minute cut off.
Community Santa run at Montgomery School with 1 and 3 mile routes, optional Christmas dress, on-site refreshments and free parking; children under 14 must be accompanied.
A 39th annual timed footrace between Little Stretton and Stiperstones covering about 9 or 10 miles, open to solo runners and declared pairs with on the day registration.
December 2026
Winter endurance on The Wrekin: cover 160 miles and 47,000 ft of ascent in 48 hours; entry requires prior 100 mile experience and places are limited.
A 9 mile fell race near Cardington on 6 December 2026 with about 2,600 ft of ascent, online entry only, limited to the first 180 entrants and over 19s.
An 8 km trail in Llangollen on 11 December 2026 with 244 m climb; the course is partially marked and a good head torch is essential.
Multi terrain trail race in Mortimer Forest offering 10 mile and 4 mile routes that climb High Vinnalls and finish with wide views across the Welsh Marches.
Boxing Day fell race at Stiperstones Inn near Minsterley, a 4.8 km route with 244 m of climb open to runners and walkers with online entry for recorded times.
Trail event on 27 December 2026 offering 30ish mile and 16ish mile routes across the Mortimer Trail between Ludlow and Kington.
January 2027
Annual 12 mile or 20 mile walking and running challenge around the Elan and Claerwen Valleys that requires map reading and specific kit.
The Holly Challenge on 23 January 2027 offers 5K, 10K, half marathon and marathon on the lanes of Lightmoor Nature Reserve near Telford. Entries are limited to 50 places and all finishers receive a medal.
February 2027
Trail races at Carding Mill Valley, Church Stretton with 10K, half and full marathon options across The Long Mynd and National Trust land.
A 17.7 km fell race in Carding Mill Valley with about 1300 m of ascent, held on Sunday 7 February 2027, offering pre-entry and entry on day options.
A 25 mile circular walk from Oswestry Memorial Hall with 3230 ft ascent, map based navigation and a 10 hour time limit.
March 2027
A 32 mile point to point ultra from Powis Estate in Welshpool to Caffi Wylfa in Chirk on 13 March 2027, with aid stations, finishers plate and prizes.
April 2027
A 29 km fell race in Llangollen on 11 April 2027 with 1100 m ascent; pre entry and day entry cost £18, minimum age 18.
A multi-distance trail festival in the Shropshire Hills in April 2027 with four routed options, local food provisions and tracked support on the longer courses.
Endurance event at The West Mid Show Ground featuring hourly 4.167 mile backyard loops, team relay aiming for 100 miles, on-site support and limited entry.
Marches LDWA challenge walk from Holdgate Church offering 22 miles or 10 miles routes across Abdon Burf and Wenlock Edge with staffed refreshment points and limited entries.
May 2027
A single loop trail ultramarathon from Dol Llys Farm through the Pumlumon massif and Heartlands of Wales, with a shorter HOWUM HALF option.
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