Captain Cook's Monument & Roseberry Topping loop from Great Ayton
Captain Cook's Monument & Roseberry Topping loop from Great Ayton
55
runners
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:
Waypoints
Start point
Train Station
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2.16 km
Highlight • Historical Site
Tip by
6.06 km
Highlight • Summit
Tip by
11.2 km
End point
Train Station
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
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.