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Running Trails
United Kingdom
England
Yorkshire And The Humber
North Yorkshire
Hambleton

Stokesley

The best running trails around Stokesley

4.7

(30)

2,655

runners

14

runs

Jogging around Stokesley offers diverse landscapes, from the flat paths alongside the River Leven to the challenging ascents of prominent hills. The region is characterized by its proximity to the North York Moors National Park, featuring moorland, distinctive rocky outcrops like The Wainstones, and scenic river valleys. These natural features provide varied terrain for running, catering to different fitness levels.

Best jogging routes around Stokesley

  • The most popular jogging route is Roseberry Topping Summit – The Wainstones loop from Stokesley, a 28.7 miles (46.1 km) trail that takes 5 hours 28 minutes to complete. This difficult route includes significant elevation gain and panoramic views from Roseberry Topping.
  • Another top favourite among local runners is Stokesley Town Centre – Stokesley Packhorse Bridge loop from Stokesley, a moderate 6.3 miles (10.2 km) path. This route offers a mix of town scenery and riverside paths, passing the historic Stokesley Packhorse Bridge.
  • Local runners also love the Great Ayton Village Centre – Stokesley Packhorse Bridge loop from Stokesley, a 7.9 miles (12.7 km) trail leading through the River Leven valley, often completed in about 1 hour 22 minutes.
  • Jogging around Stokesley is defined by riverside paths, moorland hills, and historic landmarks, with options ranging from easy, relatively flat routes to more challenging trails with significant climbs. The network offers options for different ability levels, from beginners to experienced runners.
  • The routes in Stokesley are highly rated by the komoot community with an average score of 4.5 stars from over 30 reviews. More than 2800 runners have used komoot to explore Stokesley's varied terrain.

Last updated: June 21, 2026

50

runners

#1.

Roseberry Topping Summit – The Wainstones loop from Stokesley

46.0km

05:28

1,140m

1,140m

Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

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Hard

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

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

Moderate

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

Hard

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

Moderate
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Popular around Stokesley

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Tips from the Community

RichD
December 28, 2025, Roseberry Topping Summit

Until 1912, Roseberry Topping had a smooth, sugarloaf‑like peak. A geological fault combined with underground mining caused a massive collapse, giving the summit its modern jagged profile. The climb up from the car park is steep and can be very busy, even before sunrise in winter where you can see a small procession of torches slowly ascending.

1

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Great views of the eastern flank of Roseberry Topping from the track leading to Little Roseberry.

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RichD
December 28, 2025, Gribdale Gate Car Park

Gribdale Gate is a small, free, 24‑hour Forestry England car park on Dikes Lane near Great Ayton, offering around 40 spaces and direct access to Roseberry Topping, Captain Cook’s Monument, and Coate Moor

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Great views and early on a Sunday morning is best to beat the crowds. The obelisk is hollow and originally had a doorway you could walk through, before it was sealed during a 19th‑century restoration. A lightning strike in 1960 almost split the monument down the middle after the lightning conductor installed in 1895 rusted away. Earlier lightning strikes in the 19th century had already blown off the original doorway and obliterated the cast‑iron plaques. Fun fact - allegedly - the monument contains a hidden time capsule. When the foundation stone was laid in 1827, commemorative items were placed inside, including a portrait of Captain Cook and a glass plate etched with details of the event.

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Directly in front of the monument, take a stroll about 30-50 paces and you will have some very decent views of the area!

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Lots of view points, people rock climbing and the up and downs test you as they are short, but a touch punchy for their short elevation!

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Great for all skills

1

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Walking boots is a must as the terrain is very uneven and can get slippy if it’s been raining

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Frequently Asked Questions

How many running routes are available around Stokesley?

Komoot offers over 15 running routes around Stokesley, catering to various preferences and fitness levels. These include everything from easy riverside paths to challenging moorland ascents.

Are there easy running routes suitable for beginners in Stokesley?

Yes, Stokesley has several easy running routes perfect for beginners or those looking for a relaxed jog. These often feature relatively flat paths, such as those along the River Leven. An example is the shorter loops around Stokesley Packhorse Bridge.

What kind of terrain can I expect on running trails near Stokesley?

The terrain around Stokesley is quite varied. You'll find relatively flat, picturesque paths along the River Leven, as well as more challenging moorland trails with significant elevation changes, especially as you venture towards the North York Moors National Park. Surfaces can range from paved paths to natural dirt trails.

Can I find routes with significant elevation gain for a challenging run?

Absolutely. For a challenging run with significant elevation gain and panoramic views, consider routes that incorporate prominent landmarks like Roseberry Topping and The Wainstones. The Roseberry Topping Summit – The Wainstones loop from Stokesley is a difficult 28.7-mile trail with over 1100 meters of ascent.

Are there any scenic landmarks or natural features to see while running?

Many running routes in Stokesley offer stunning scenery and pass by notable landmarks. You can enjoy views of the picturesque River Leven, the historic Stokesley Packhorse Bridge, and the distinctive Roseberry Topping Summit. Other features include the dramatic The Wainstones and the expansive moorland of the North York Moors.

Are the running trails around Stokesley suitable for families?

Yes, many of the easier, flatter routes, particularly those along the River Leven or shorter loops within Stokesley, are suitable for families. These paths often provide a pleasant and safe environment for a family jog or walk.

Are there dog-friendly running trails in the Stokesley area?

The Stokesley area is generally very dog-friendly, with many trails suitable for running with your canine companion. Routes like 'Bonnys Walk' and various riverside paths are popular choices. Always remember to keep dogs under control, especially near livestock, and follow local guidelines.

What is the best time of year to go running in Stokesley?

The summer months are generally ideal for running in Stokesley, offering warmer weather and longer daylight hours. However, spring and autumn also provide beautiful scenery with fewer crowds, though the weather can be less predictable. Winter runs can be invigorating, but trails may be muddy or icy, especially on higher ground.

Are there circular running routes available in Stokesley?

Yes, many of the running routes around Stokesley are circular, allowing you to start and finish in the same location. Examples include the Stokesley Town Centre – Stokesley Packhorse Bridge loop and the Great Ayton Village Centre – Stokesley Packhorse Bridge loop.

Can I find running routes that follow the River Leven?

The River Leven is a prominent feature in Stokesley, and several running routes follow its picturesque banks. These paths offer relatively flat terrain and scenic views, making them popular for a relaxed jog. A route from Stokesley to Great Ayton, approximately 2.5 miles, is a great option along the river.

Are there options for longer distance runs around Stokesley?

For those seeking longer distances, Stokesley provides excellent options. The Roseberry Topping Summit – The Wainstones loop from Stokesley is a substantial 28.7-mile trail, offering a full day's adventure for experienced long-distance runners.

What do other runners say about the trails in Stokesley?

The running trails in Stokesley are highly rated by the komoot community, with an average score of 4.5 stars from over 30 reviews. Runners often praise the diverse landscapes, from tranquil riverside paths to challenging moorland climbs, and the stunning views from landmarks like Roseberry Topping.

Is there parking available near the running trailheads in Stokesley?

Yes, parking is generally available in and around Stokesley, often near the town center or at designated car parks close to popular trail access points. It's advisable to check specific route details for the most convenient parking locations.

Can I combine my run with a visit to a pub or cafe?

Stokesley and its surrounding villages offer various pubs and cafes, many of which are conveniently located near popular running routes. You can easily plan your run to include a refreshing stop for a drink or a bite to eat, especially in the town center or Great Ayton.

Most popular routes around Stokesley

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