Running around Oldstead is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Oldstead—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: October 6, 2025

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1. Sutton Bank National Park Centre and Roulston Scar loop — North York Moors National Park

6.24km

00:46

140m

Intermediate run. Good fitness required. Mostly accessible paths. Some sure footedness required.

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Intermediate

108

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2. High Paradise Farm Tearoom – Rievaulx Abbey loop from Cold Kirby

31.0km

03:31

500m

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3. Cleveland Way Stage 1 loop from Cold Kirby

19.8km

02:11

260m

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0

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4. Running loop from Cold Kirby

10.6km

01:17

240m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5. Cleveland Way Stage 1 – High Paradise Farm Tearoom loop from Cold Kirby

32.0km

03:45

660m

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Most popular routes around Oldstead

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Browse the best Running Trails & Routes in other regions.

North York Moors National Park Howardian Hills AONB Thornton-Le-Dale Coulton Ebberston And Yedingham Allerston Gilling East Bransdale Grimstone Settrington Lockton Barton-Le-Willows Broughton Levisham Fryton Hovingham South Holme Cawton Westow Foston Stape Farndale West Barugh (Great And Little)Whitwell-On-The-Hill Welburn Bulmer Buttercrambe With Bossall Wilton Lastingham Langton Hartoft Habton Rievaulx Slingsby Hawnby Scackleton Norton-On-Derwent Howsham Scrayingham Rosedale West Side Crambe Harton Sheriff Hutton Stonegrave Farndale East Brawby Appleton-Le-Moors Oswaldkirk Marishes Huttons Ambo Spaunton Wrelton Sinnington Nunnington Wharram Rosedale East Side Kirby Misperton Aislaby Normanby Helmsley Pickering Marton Beadlam Malton Barton-Le-Street Thixendale Henderskelfe Byland With Wass Appleton-Le-Street With Easthorpe Sand Hutton Middleton Newton Pockley Terrington Cold Kirby Amotherby Warthill Luttons Fadmoor Foxholes Old Byland And Scawton Heslerton Wintringham Weaverthorpe Flaxton Salton Upper Helmsley Gate Helmsley Coneysthorpe Thornton-Le-Clay Swinton Rillington Scagglethorpe Welburn Nawton Sherburn Scampston Thorpe Bassett Claxton Wombleton Ganton Sproxton Kirby Grindalythe Harome Birdsall Lillings Ambo Burythorpe Hutton-Le-Hole Gillamoor Kirkbymoorside Ampleforth Cropton Willerby Leavening Acklam Edstone

The best running trails around Oldstead

1. Sutton Bank National Park Centre and Roulston Scar loop — North York Moors National Park

2. High Paradise Farm Tearoom – Rievaulx Abbey loop from Cold Kirby

3. Cleveland Way Stage 1 loop from Cold Kirby

4. Running loop from Cold Kirby

5. Cleveland Way Stage 1 – High Paradise Farm Tearoom loop from Cold Kirby

Most popular routes around Oldstead

Most popular attractions around Oldstead

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