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United Kingdom
England
Yorkshire And The Humber
North Yorkshire
Hambleton
Great Ayton

Captain Cook's Monument & Roseberry Topping loop from Great Ayrton

Moderate

4.8

(153)

982

hikers

Captain Cook's Monument & Roseberry Topping loop from Great Ayrton

03:37

12.2km

340m

Hiking

Embark on a rewarding hike through the North York Moors National Park with the Captain Cook's Monument & Roseberry Topping loop from Great Ayton. This moderate route spans 7.6 miles (12.2 km) and involves a significant elevation gain of 1118 feet (341 metres), typically taking around 3 hours and 36 minutes to complete. As you traverse ancient woodlands like Cliff Ridge Wood and open farmland, you will experience varied terrain that keeps the journey engaging, culminating in the distinctive shape of Roseberry Topping and the historic Captain Cook's Monument on Easby Moor, both offering expansive views across the landscape.

When planning your visit, be prepared for paths that can be uneven and potentially muddy, especially after rainfall. The trail includes steep climbs and descents, particularly the section coming down from Roseberry Topping, so wearing appropriate footwear is essential for your comfort and safety. This popular loop is an excellent choice for a half-day adventure, allowing you to immerse yourself in the natural beauty and historical landmarks of the region without needing an entire day.

This trail stands out for its blend of natural beauty and historical significance, offering more than just a walk. You will encounter diverse landscapes, from the sheltered woodlands to the exposed moorland, providing a dynamic hiking experience. The panoramic vistas from both Roseberry Topping and Captain Cook's Monument allow you to appreciate the vastness of the Cleveland Hills and the North Yorkshire Moors, making it a memorable outing for anyone looking to explore this iconic part of England.

Last updated: April 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

North York Moors National Park

Waypoints

A

Start point

Parking

Get Directions

1

1.48 km

Cliff Ridge Wood

Highlight • Natural Monument

Cliff Ridge Wood is an area of ancient woodland with oak and ash trees that are several hundred years old. Running through it are the remains of a railway line, which once transported the stone mined from Cliff Ridge quarry. The woodland, like nearby Newton Wood, is now managed by the National Trust.

Tip by

2

3.95 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

3

5.83 km

Spectacular views of Roseberry Topping from here and of the massive expanse of space and countryside - the best of Yorkshire!

Tip by

4

7.85 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

5

11.5 km

Great coffee, lovely friendly staff, what more could you ask for?

Tip by

B

12.2 km

End point

Parking

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Way Types & Surfaces

Way Types

6.80 km

2.75 km

1.04 km

651 m

611 m

302 m

< 100 m

Surfaces

4.40 km

2.45 km

1.92 km

1.81 km

1.20 km

458 m

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Elevation

Elevation

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

Highest point (320 m)

Lowest point (80 m)

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Weather

Powered by Foreca

Tuesday 5 May

9°C

2°C

16 %

Additional weather tips

Max wind speed: 15.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to complete this hike?

The Captain Cook's Monument & Roseberry Topping loop from Great Ayton usually takes around 3 to 4 hours to complete, depending on your pace and how often you stop to enjoy the views.

Is this trail suitable for beginners?

This trail is generally considered moderate to challenging. While it's a popular route, it includes significant steep ascents, particularly up Roseberry Topping Summit and to Captain Cook's Monument on Easby Moor. The paths can be uneven and muddy, especially in wet weather, with steps and stiles to navigate. Hikers should have a reasonable level of fitness.

What is the terrain like on the Captain Cook's Monument & Roseberry Topping loop?

The terrain is varied, featuring gentle woodland tracks through areas like Cliff Ridge Wood, open farmland paths, and accessible moorland sections. Expect steep climbs and descents, with footpaths that can be uneven and muddy. There are also steps and stiles along the route.

What are the main points of interest along the route?

Key highlights include the historic Captain Cook's Monument on Easby Moor, the distinctive Roseberry Topping Summit (known as 'Yorkshire's Matterhorn'), and the tranquil Cliff Ridge Wood. You'll also find a great View of Roseberry Topping from Ayton Bank.

What kind of views can I expect?

Hikers are treated to breathtaking panoramic views. From Roseberry Topping Summit, you can see 360 degrees, encompassing the sea, housing estates, industry, and the National Park. Captain Cook's Monument on Easby Moor offers extensive views along the Cleveland Hills, into Great Ayton, across to Roseberry Topping, and deep into the North Yorkshire Moors.

Where can I park for the Captain Cook's Monument & Roseberry Topping loop?

The loop typically starts from Great Ayton. Parking information for Great Ayton can often be found on local visitor websites. It's advisable to check visitgreatayton.com for the most up-to-date details on parking facilities.

Is the trail dog-friendly?

Yes, the trail is generally dog-friendly. However, as it passes through farmland and areas with livestock, dogs should be kept on a lead, especially during lambing season. Always follow the Countryside Code and ensure your dog is under control.

What is the best time of year to hike this loop?

Spring and autumn offer pleasant temperatures and beautiful scenery, with fewer crowds than peak summer. However, the trail can be hiked year-round. Be prepared for muddy conditions in wet weather, and check local forecasts, especially for strong winds or ice on the exposed summits of Roseberry Topping and Easby Moor.

Are there any permits or entrance fees required for this trail?

No, there are no specific permits or entrance fees required to hike this trail or access the North York Moors National Park. However, parking fees may apply at designated car parks.

Does this route connect with other long-distance trails?

Yes, sections of this route overlap with other well-known paths. You will find yourself on parts of the Cleveland Way and the Samaritan Way for approximately 45% of the route. Smaller sections also coincide with the Three Ridings on Foot.

Are there any cafes or pubs near the trailhead in Great Ayton?

Yes, Great Ayton offers several options for refreshments before or after your hike. For example, The Velveteen Rabbit Luncheon Club is a highlight along the route. You can find more local establishments by checking visitgreatayton.com for a list of local cafes and pubs.

Nearby routes

Moderate

4.8

982

Captain Cook's Monument & Roseberry Topping loop from Great Ayrton

03:37h

12.2km

340m

Trail Reviews

Joolz1964
May 6, 2023, Captain Cook's Monument & Roseberry Topping loop from Great Ayrton — North York Moors National Park

Dog friendly walk only one stile and that has a dog gate

The first part of the walk will take you along the high street, with small shops and cafes on your left and the river running along on the right. This is all paved until you turn onto Newton Road. When you see a small metal gate, this is the path so crossover and head through. The next mile can get very muddy, especially after rain so be prepared with your footwear and ensure you have good grip. The Salomon X ULTRA 4 MID GORE-TEX Hiking Shoes were a great option as I definitely benefited from some extra ankle support. Once you cross the train line, you begin uphill towards Cliff Ridge Wood. At the sign for Cliff Ridge wood, make a right turn and follow the bridleway into the woods, at a clearing 500m up, continue to follow the yellow arrows. You will start to leave the woods behind you and start to catch your first glimpses of the famous Roseberry Topping. The track will continue up to Ayton Banks Wood, it can get very muddy so I would recommend watching your footing on the many tree roots around. Having a light pair of boots definitely made this hill climb easier. Ayton Banks Wood can look intimidating with its tall trees, narrow paths and steep climb but at the top you will be rewarded with a view of Captain Cook's Monument. At the top of the plateau, you will have 360 views of the surrounding land and you’ll now join the famous Cleveland Way. This descent is a long gentle slope down to a carpark. There are lots of picnic benches here, so if you’re in need of a snack break, would recommend taking one here. The path continues up the other side, with a steep hill (50m) but when you reach the top, again you’ll be rewarded with some fantastic views of Roseberry Topping. The path is obvious and continues around and over a stile towards the hill. What goes down, must go up! You’ll clearly be able to see the path snakes down and then back up the side of Roseberry Topping. Getting a good pair of shoes or boots is recommended as although the path is paved, this means it can get slippery. Having footwear with good grip will make the hill a lot more enjoyable. The hill might be steep but the views at the top are incredible. There are numerous ways down the hill but we took the route less traveled by for a bit more of an adventure. Follow the main path down and then turn left at the stile instead of right, which is the main path. The route on the left is much quieter and takes you down back through the woods towards Great Ayton. This time it’s over the train line and a left straight away back through the fields. Once you are off the fields on the main road, you can head back to wherever you are parked or the station. Route: Circular 8-mile Loop connecting Great Ayton, Captain Cook’s Monument and the famous North Yorkshire hilltop Roseberry Topping. Parking: Great Ayton is a small town, there is a small car park on the high street but this often fills up early. There is ample parking around the river next to the Buck Hotel and Velveteen Rabbit Lunch Club

A beautiful and at the same time challenging hike to the "Marterhorn" of North Yorkshire. After climbing the "Roseberry Topping" or as the locals say the "Hooked Nose" of Ayton in a steep ascent with steps, we walked quickly to the Cook Monument. Here, too, the more than 300 meters of altitude were reached more easily.

Translated by Google

Good hike, good paths, great views. Steep descent from Captain Cooks Monument glad I had my walking pole!! Good parking in Newton please note parking costs £5.50 for the day, but handy toilet block & refreshment van.

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