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

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

Hard

55

runners

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

01:26

11.2km

330m

Running

Embark on a difficult jogging adventure through the North York Moors National Park, tackling the Captain Cook's Monument & Roseberry Topping loop from Great Ayton. This challenging route spans 7.0 miles (11.2 km) and features a significant 1081 feet (330 metres) of elevation gain. You will experience diverse landscapes, from ancient woodlands to expansive open moorland. The distinctive Roseberry Topping, often called "Yorkshire's Matterhorn," offers panoramic 360-degree views from its summit. Expect varied terrain, including steep climbs and descents, which contribute to the estimated 1 hour and 25 minutes duration.

Before you set out on this difficult jogging route, ensure you are well-prepared. Good fitness levels are essential, and proper footwear is highly recommended due to the steep sections and uneven surfaces you will encounter. Parking is generally available in Great Ayton, which serves as a convenient starting point for the loop. Always consider checking local weather forecasts for the Roseberry Topping area before you go, as conditions on the moors can change quickly.

This route is notable for combining two iconic landmarks of the North York Moors. Beyond the panoramic views from Roseberry Topping, you will also encounter Captain Cook's Monument on Easby Moor. This monument provides superb vistas across the Cleveland Hills and down into Great Ayton, offering a different perspective of the surrounding landscape. The trail's varied terrain and significant elevation make it a rewarding challenge for experienced joggers.

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

Train Station

Get Directions

1

2.16 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

2

6.06 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

B

11.2 km

End point

Train Station

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Way Types & Surfaces

Way Types

5.77 km

3.30 km

929 m

489 m

470 m

237 m

Surfaces

4.34 km

3.27 km

2.45 km

700 m

364 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 (110 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

Where is the best place to park for this loop trail?

The loop generally begins at the Great Ayton village green. You'll find parking options within Great Ayton village itself, which serves as a convenient starting point for the route.

Is the Captain Cook's Monument & Roseberry Topping loop dog-friendly?

Yes, dogs are generally welcome on this trail. However, as parts of the route pass through farmland and moorland within the North York Moors National Park, it's essential to keep dogs on a lead, especially near livestock and during ground-nesting bird season. Always follow the Countryside Code.

What is the best time of year to jog this route?

Spring and autumn offer pleasant conditions with milder temperatures and beautiful scenery. Summer can be good, but be prepared for potentially crowded trails, especially around Roseberry Topping. Winter can be challenging due to mud, ice, and shorter daylight hours, making the steep sections more difficult. Always check the weather forecast before you go.

Do I need a permit or pay an entrance fee to access the North York Moors National Park or this trail?

No, you do not need a permit or to pay an entrance fee to access the North York Moors National Park or this specific trail. National Parks in the UK are free to enter and explore. However, standard parking charges may apply in designated car parks within Great Ayton.

What is the terrain like on this jogging loop?

The terrain is diverse and often demanding. Expect a mix of winding woodland paths, some paved sections, and uneven tracks. There are several steep climbs and descents, particularly to Roseberry Topping Summit and Captain Cook's Monument on Easby Moor. Be prepared for steps, stiles, and potentially muddy conditions, especially in field and moorland areas. Proper footwear is highly recommended.

What notable landmarks or views can I expect along the way?

You'll be treated to exceptional scenery and iconic landmarks. Highlights include the distinctive shape of Roseberry Topping Summit, often called 'Yorkshire's Matterhorn,' offering panoramic 360-degree views. You'll also pass the 60-foot Captain Cook's Monument on Easby Moor, which provides further breathtaking vistas. The route also offers impressive views of the Cleveland Hills and down into Great Ayton.

Is this trail suitable for beginners or families with young children?

This loop is generally considered to be of difficult grade for jogging due to its significant elevation changes (over 320 meters of climb) and varied, often challenging surfaces. The steep climbs and descents, particularly to Roseberry Topping, make it more suitable for experienced joggers or hikers with good fitness levels. It may be too challenging for beginners or young children looking for an easy stroll.

Does the trail intersect with any other well-known paths?

Yes, portions of this loop follow sections of the long-distance Cleveland Way national trail. You will also find it intersects with parts of the Samaritan Way, Three Ridings on Foot, and various local paths like Brant Gate and Bridlegill Road.

What should I wear and bring for jogging this route?

Given the varied terrain and potential for mud, sturdy trail running shoes with good grip are essential. Layers of clothing are advisable to adapt to changing weather conditions, as are waterproofs. Carry enough water, snacks, and a fully charged phone. A map or GPS device (like komoot) is also recommended, especially for navigating the moorland sections.

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

Yes, Great Ayton village, where the trail typically starts and ends, offers several amenities. You'll find pubs and cafes in the village where you can refuel and relax after your jog.

What is the historical significance of this area?

This area is rich in history. You'll be 'striding in the footsteps of Captain Cook,' who lived in Great Ayton during his youth and is known to have climbed Roseberry Topping. The 1827 monument on Easby Moor commemorates him. The distinctive shape of Roseberry Topping is also a result of 1912 ironstone mining. Evidence of Bronze and Iron Age inhabitation has also been found in the area.

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