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Trail Running Calendar near Ollerton 2026-2027

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Explore the top trail runs near Ollerton for 2026-2027! We've gathered 97 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
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.
Forest trail races at Sherwood Pines on 14 March 2027 offering 20 mile, half marathon, 10k and a junior run. Multi terrain undulating routes with route maps and GPX files, bespoke medals, free photos and prizes.
A six hour trail challenge on roughly 5.45 km laps around Holme Pierrepont Country Park with muddy sections and two route options, entry £41.50.
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.
April 2027
Weekend trail races on the Monsal Trail in the Peak District offering a half marathon and a 10K on Saturday 10 and Sunday 11 April 2027, using a traffic free multi terrain route that passes through four tunnels and over Monsal viaduct.
A looped 6.03 km course around Hardwick Hall in Derbyshire, Day Two runs the lap in reverse; runners may complete as many laps as possible in six hours or finish one for a bespoke medal.
An inflatable obstacle course and fun run at Donington Park on 17 April 2027 offering 2.5k to 15k lap distances, music zones, on-course water and finisher medals.
Ladies only 13.1 mile out and back trail near Sutton Scarsdale with 200 m ascent, a turnaround aid station, marshal and medic cover, and post race cake and hot drinks.
Six hour looped running challenge in Sherwood Pines on Sunday, part of a weekend with the Saturday loop run in reverse; finishers receive a bespoke medal.
Trail races at Elvaston Castle Country Park offering 10.4K, 14.5K and half marathon courses through woodland, parkland and riverside trails with full route marking.
Trail event at Thoresby Park on 18 April 2027 offering distances from 2km to marathon, canicross options, live chip timing, and on-site parking.
May 2027
A 33 mile trail race following much of the Chesterfield Round Walk through moorland, woodland, reservoirs and farmland. Route notes and GPX files are provided and checkpoints offer water with food at selected points.
Circular trail event in Sherwood Forest with supported 30.8 and 40.8 mile loops, marshals, aid stations and a 10.5 hour cut off.
A 7.5 mile clockwise circuit around Carsington Reservoir with scenic views, a bespoke finisher medal, and support for Derby & District RSPCA; entrants must be 16 or older.
A chip-timed 10K trail race through Sherwood Pines on 9 May 2027 with distance markers, a water station, limited entries and cash bonuses for fast winning times.
A 50k ultra through Nottinghamshire villages that uses footpaths, bridleways, tracks and minor roads. The route starts and finishes at Milestone Brewery, includes checkpoints every 6 to 8 miles and post-race food and tap room access.
An off road 10 km starting at Harborough Rocks and finishing at Cromford Wharf as part of the White Peak Festival of Running.
Mid-May fell race in Youlgrave, Derbyshire with a 5.8 miles course and 876 ft climb over trails, fields and a swamp, entry £6 and limited places.
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