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Hambleton

Stokesley

Roseberry Topping Summit – The Wainstones loop from Stokesley

Routes

Running trails & routes

United Kingdom

England

Yorkshire And The Humber

North Yorkshire

Hambleton

Stokesley

Roseberry Topping Summit – The Wainstones loop from Stokesley

Hard

runners

Roseberry Topping Summit – The Wainstones loop from Stokesley

05:28

46.0km

1,140m

Running

Hard run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required. The starting point of the route is accessible with public transport.

Last updated: May 14, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

North York Moors National Park

Waypoints

Start point

Bus stop

Get Directions

8.20 km

Newton Wood

Forest

9.39 km

Roseberry Topping Summit

Highlight • Summit

Roseberry Topping erupts proudly from the level landscape of the North York Moors; its dramatic shape inspiring many photographers and painters. It’s a relatively challenging, but manageable, hike to the summit, and you’re treated to spectacular views once there.

Roseberry Topping is known locally as the ‘Yorkshire Matterhorn’ because its shape reminds people of the pyramidal peak that straddles the Swiss and Italian border. There are a few different route options to the top, of varying difficulties.

Tip by

9.86 km

View of Roseberry Topping

Highlight • Climb

Fantastic hike for all, you can take several different routes to the top meaning it’s suitable for all fitness levels. This can be a little slippy when wet and cold around winter time making it more difficult, wait until summer if your not steady footed. When you get to top, your rewarded with a phenomenal view to enjoy before your descent.

Tip by

11.9 km

High Intake Plantation

Forest

12.4 km

Gribdale Gate Car Park

Highlight • Rest Area

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

Tip by

13.4 km

Captain Cook's Monument on Easby Moor

Highlight • Historical Site

At the 1,063-foot (324 m) peak of Easby Moor, you find a monument to legendary seafarer Captain James Cook. As you hike in this area, imagine a young Cook walking in the exact steps; the tantalising glimpses of the North Sea setting something racing in his heart, no doubt. Today, the monument is a fitting honour to a local hero and you are rewarded with breathtaking views that stretch for miles.

Tip by

29.3 km

Round Hill Summit (Highest Point of Urra Moor)

Highlight • Summit

Round Hill, at 1,490 feet (454m), marks the highest point in the North York Moors National Park. It is located on the summit of the atmospheric and beautiful Urra Moor.

The views north and south are spectacular, and whilst the summit views don't boast craggy rock faces that are common to this area, the vastness of the surrounding fells provides a real sense of peace.

Tip by

33.1 km

Broughton Bank SSSI

Nature Reserve

34.1 km

The Wainstones

Highlight • Climb

This distinctive and fierce-looking rocky outcrop is a popular spot for hikers.

The rocks are situated on a hill called 'Hasty Banks', and there are fantastic views across to Middlesbrough and the Tees from here.

On the lower ground surrounding the Wainstones, there's a small collection of rocks with prehistoric carvings on them. Due to the area’s exposed location and consequent erosion, the carvings can be difficult to see, however.

Tip by

36.8 km

Alec Falconer Memorial and View of the Cleveland Plain

Highlight • Natural Monument

Situated in front of the stone seat at Cringle End, the plate is dedicated to Alec Falconer, a founder member of the Middlesbrough Rambling Club and campaigner (1884-1968). According to the plate, it is possible to see as far as Cross Fell and the Penshaw Monument. The view of the Cleveland plain from here is spectacular.

Tip by

36.8 km

Cringle End Summit

Highlight (Segment) • Climb

A category 4 climb that leads to the Carlton Bank DH Track, It has a average gradient of 14% which peaks at 29%. The climb is incredible technical and im unsure if its even possible without hike-a-biking.

Tip by

46.0 km

End point

Bus stop

Way Types & Surfaces

Way Types

25.2 km

6.36 km

6.05 km

3.31 km

3.13 km

1.90 km

< 100 m

Surfaces

10.6 km

9.89 km

7.09 km

6.35 km

6.12 km

5.96 km

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (440 m)

Lowest point (60 m)

Weather

Saturday 11 July

21°C

11°C

0 %

Additional weather tips

Max wind speed: 18.0 km/h

to get more detailed weather forecasts along your route

Comments

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Roseberry Topping Summit – The Wainstones loop from Stokesley

Roseberry Topping Summit

View of Roseberry Topping

Gribdale Gate Car Park

Captain Cook's Monument on Easby Moor

Round Hill Summit (Highest Point of Urra Moor)

The Wainstones

Alec Falconer Memorial and View of the Cleveland Plain

Cringle End Summit

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