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Trail Running Calendar near Flagg 2026-2027

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Explore the top trail runs near Flagg for 2026-2027! We've gathered 193 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

January 2027
Six hour looped trail run through Sherwood Pines with a bespoke finisher medal; Saturday is day one of a two day weekend and a discount is available for two day entries.
A continuous winter race of 268 miles along the Pennine Way from Edale to Kirk Yetholm with a 156 hour time limit and over 10,700 m of ascent.
A weekend of running on the traffic free Tissington Trail near Ashbourne, offering a half marathon and a 10k with a gentle uphill outbound and slight downhill return, route maps and GPX files available, medals and free photos included.
Trail races in Slaithwaite along the Huddersfield narrow canal with 5k, 10k, half and marathon options, a 3.5 mile Tunnel End, course feed stations, marshals and a bespoke medal.
February 2027
Multiple-distance event on an extended 10 mile loop around Sherwood Pines, with camping, a communal base and a food truck.
A flat trail event on the Leeds to Liverpool Canal with multiple distances, marshals and drink stations. Canal side facilities are provided and finishers receive a bespoke medal and treats.
Scenic winter trail running around Carsington Water in Derbyshire offering a half marathon and a 10k. Entries include a themed medal, chip timing and race photos, and marked routes with a GPX file available.
Two metric trail distances on the Monsal Trail from Bakewell Station, set on a largely flat, traffic free route through Peak District scenery.
A themed event at Shipley Country Park on 15 February 2026 celebrating the Chalkhill Blue Butterfly as part of the Butterfly Effect series, with tickets at £41.50.
March 2027
A moorland trail event around Saddleworth offering 26 km, 43 km and 62 km routes that visit reservoirs and rough moorland. Entry fees include refreshments, tracking, medical cover and a post event meal.
Trail running at Tatton Park on 6 March 2027 with 5 km, 10 km and half marathon routes through parkland and woodlands.
A 13.98 km fell race in Hayfield, Peak District, with 451 m of climb, held at Hayfield Primary School. Pre-entry and on-the-day entry are available; funds support the school and donations are made to Kinder Mountain Rescue.
An annual 21 mile running and walking challenge through the hills of the Peak District held each March, with entries typically opening in November via SIEntries.
Trail marathon and 20 mile routes around North Wingfield on an anti clockwise circular course with checkpoints, GPX navigation files and on course medic cover.
A 50 km, one day trail run around Hayfield using the Pennine Bridleway, Pennine Way and Limestone Way, with a flexible start, self-navigation, GPX support and Ranger Ultras safety presence. Total ascent 1840 metres.
The Pennine Bridleway PB18km Trail Run covers 18 km from Hayfield to Rushup Edge and back with 806 m of ascent. It uses waymarked paths, offers flexible starts and on course support, and is self navigated under TRA and England Athletics rules.
An eight hour event at Heaton Park where participants run as many 5.6 km loops as possible across mixed terrain, with single-day or combined weekend totals.
A 50 mile point to point ultra from Manchester to Liverpool on the Trans Pennine Trail with GPS tracking, six checkpoints and a 14 hour cut off.
A last person standing backyard ultra at Sherwood Pines on 27 March 2027 with 4.19 mile laps, on-course aid, live timing, prizes, and a sold out entry with a waiting list.
Peak Rail 7 pits runners against a steam hauled heritage train on the route from Rowsley South to Matlock Riverside and back. The course uses shared trails with marshals, on site parking, and post race photos and results published online.
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