Great Ayton to Roseberry Topping & Captain Cook's Monument

This walk originally published as part of a series of six walks available as leaflets from the Tourist Information Centre (TIC) in Great Ayton. The TIC is now located in the Library, west of the High Green. Previously, it was in the car park adjacent to the High Green.

Distance: 6 miles

Time: Allow 3 hours.

Grade: Strenuous

Conditions: This walk climbs two of the tallest hills on the North York Moors, but on well-used footpaths and bridleways.

Refreshments: Great Ayton's High Green, Dikes Lane, and Fletcher's (Woodhouse) Farm

Preparing for Your Walk

Before embarking on this adventure, it's essential to prepare adequately. Ensure you wear comfortable walking shoes and bring enough water and snacks. The terrain can be challenging, and it's vital to stay hydrated.

Starting Your Journey: From Point 1 to Point 2 on the Map

Leave the High Green by Newton Road. After about 100 yards, take the footpath signed right through the first of a series of kissing gates. In 400 yards, you will cross the Middlesbrough to Whitby railway line.

As you continue, climb to Cliff Ridge Wood. Go straight ahead at the first crossing of paths in the trees. Upon emerging from the wood, turn left and then right. At this point, Roseberry Topping comes into view, and the path is straight and easy to follow. Keep to the left of Aireyholme Cottage and cross three fields before tackling the final steep climb to the summit.

Ascending Roseberry Topping: From Point 2 to Point 3 on the Map

From the concrete trig point, walk along the spine of the Topping. Descend via a steep paved path, then climb again ahead to a gate on Little Roseberry, located on the edge of a conifer plantation. Here, go right along the main route of the Cleveland Way. This is a fine one-mile ridge walk that ends with a steep, stepped descent to Gribdale Gate.

The Cleveland Way then climbs more gently through trees to the Monument. This section offers stunning views and a chance to appreciate the natural beauty of the area.

Returning to Great Ayton: From Point 3 on the Map to Great Ayton High Green

With your back to the plaque on the Monument, head to the edge of the moor and turn right along it. The path soon descends steeply through trees. At a junction, take the right-hand fork. After another sharp drop, cross a forest track to emerge from the woods into a field.

Turn right at the field corner and follow what develops into a deeply cut path for about 300 yards. This path then becomes a tarred lane. After 50 yards, go left down a gravel track, recross the railway, and continue to Fletcher's (Woodhouse) Farm.

From here, follow the tarred lane into Little Ayton. Turn right at the river bridge for a half-mile walk back to the High Green. This final stretch allows you to reflect on your journey and enjoy the serene surroundings.

Embracing Nature's Beauty

Walking in North Yorkshire and County Durham offers a unique opportunity to connect with nature. The landscapes are diverse, ranging from rolling hills to dense woodlands. Each step reveals something new, whether it's a stunning view or a hidden path.

As I walked, I felt a sense of peace and tranquility. The fresh air and beautiful scenery invigorated my spirit. I encourage you to take your time and soak in the surroundings.

Exploring Local History

Along the way, you may encounter historical landmarks and local stories that enrich your experience. The area is steeped in history, and each site has a tale to tell. Take a moment to appreciate the heritage that surrounds you.

Conclusion: Your Adventure Awaits

This walk is not just about reaching the destination; it's about enjoying the journey. The combination of physical challenge and breathtaking views makes it a memorable experience.

I hope this guide inspires you to explore the beautiful landscapes of North Yorkshire and County Durham. Whether you're a seasoned walker or a casual hiker, there's something here for everyone.

For more information on local walks and attractions, visit NYD Walks.

Remember, the beauty of nature is best experienced on foot. Happy walking!