Roseberry Topping Summit – The Wainstones loop from Stokesley

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

05:29

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: July 31, 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

6.87 km

Path to Roseberry Topping

Highlight • Trail

stick to the right of way between the fences

Tip by

8.27 km

Newton Wood

Forest

9.46 km

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 …

Tip by

9.94 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 …

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12.0 km

High Intake Plantation

Forest

13.5 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 …

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29.4 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. …

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33.1 km

Broughton Bank SSSI

Nature Reserve

34.2 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 …

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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 …

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.

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46.0 km

End point

Bus stop

Way Types & Surfaces

Way Types

25.3 km

6.33 km

6.05 km

3.31 km

3.13 km

1.90 km

< 100 m

Surfaces

10.6 km

9.96 km

7.09 km

6.35 km

6.12 km

5.93 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

Today

Wednesday 7 October

12°C

2°C

0 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

Comments

January 31, 2026,The Let’s Run Round

Starting and finishing at the fantastic Let's Run running shop in Great Ayton, the Round takes you to some of the best parts of the North York Moors, with plenty of punchy climbs and breathtaking views, it fully delivers. Pop into the shop for your completion patch and name on the leaderboard.