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Running trails & routes
United Kingdom
England
Yorkshire And The Humber
North Yorkshire
Hambleton
Ingleby Greenhow

The Wainstones, Chop Gate & Round Hill loop

Hard

5.0

(2)

27

runners

The Wainstones, Chop Gate & Round Hill loop

01:51

14.2km

490m

Running

Get ready for a challenging jogging adventure on The Wainstones, Chop Gate & Round Hill loop. This difficult route covers 8.8 miles (14.2 km) and demands a significant effort, with 1611 feet (491 metres) of elevation gain. You will experience wild heather moorland and expansive views, especially from The Wainstones,…

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

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1

1.80 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 …

Tip by

2

10.8 km

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. …

Tip by

B

14.2 km

End point

Parking

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Way Types & Surfaces

Way Types

5.80 km

4.05 km

3.35 km

725 m

280 m

Surfaces

4.49 km

3.42 km

3.29 km

2.46 km

280 m

266 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 (450 m)

Lowest point (170 m)

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Weather

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Tuesday 5 May

9°C

2°C

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to jog The Wainstones, Chop Gate & Round Hill loop?

This is a challenging 14.2 km route with significant elevation gain. While the raw data suggests a faster time, for experienced joggers tackling the varied and demanding terrain, you should realistically allow 2.5 to 3.5 hours. Factors like weather, trail conditions, and your fitness level can influence the actual duration.

Is The Wainstones, Chop Gate & Round Hill loop suitable for beginners?

No, this loop is generally rated as difficult for jogging and is not recommended for beginners. It requires good to very good fitness due to sustained uphill climbs, steep descents, and varied, often rugged terrain, including rocky and potentially boggy sections. It's considered a strenuous outing.

What is the terrain like on this loop?

The terrain is highly varied and demanding. You'll encounter rocky sections, muddy and boggy areas, grassy footpaths, and some stretches on quiet country roads and stone paths. There are well-defined tracks over the moors, as well as narrower paths through heather. Expect significant uphill climbs and rugged, steep descents. Sturdy jogging shoes with good grip are essential.

What are the main points of interest along the route?

The loop features several iconic landmarks. You'll pass the dramatic The Wainstones, a distinctive rocky outcrop popular for climbing. The route also takes you to Round Hill Summit (Highest Point of Urra Moor), which is the loftiest peak in the North York Moors, offering unparalleled panoramic views.

Are there any spectacular viewpoints on the Wainstones Round Hill loop?

Yes, the loop offers breathtaking panoramic views throughout. From various points, you can see across to Middlesbrough, the Tees Valley, Roseberry Topping, Captain Cook's Monument, and even the North Sea. The summit of Round Hill provides particularly expansive vistas across the North York Moors.

Does this trail intersect with other well-known paths?

Yes, a significant portion of this loop follows sections of the renowned Cleveland Way. It also shares parts of the Coast to Coast Walk (Richmond to Robin Hood’s Bay) and the Lyke Wake Walk.

Is The Wainstones, Chop Gate & Round Hill loop dog-friendly?

Dogs are generally welcome on this trail, but it's crucial to keep them on a lead, especially when passing through farmland or near livestock. The varied terrain, including rocky sections and potential scrambles around The Wainstones, might be challenging for some dogs. Always follow the Countryside Code.

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

The trail is particularly vibrant in autumn when the heather moorland is in full bloom. Spring and summer also offer pleasant conditions, though summer can be busy. Be aware that after rainfall, sections can become very muddy and boggy, adding to the difficulty. Always check the weather forecast before you go, as conditions on the moors can change rapidly.

Do I need a permit or is there an entrance fee for this trail in the North York Moors National Park?

No, there are no specific permits or entrance fees required to access this trail within the North York Moors National Park. However, please respect the natural environment, follow the Countryside Code, and be mindful of local regulations.

Where is the best place to park for The Wainstones, Chop Gate & Round Hill loop?

While the exact trailhead parking isn't specified, the loop starts and ends near Chop Gate. Look for designated parking areas in or around Chop Gate village, which serves as a common access point for trails in this part of the North York Moors. Arriving earlier in the day is advisable, especially on weekends, to secure a spot.

Are there any amenities like pubs or cafes near the trail?

Chop Gate, the village near the start/end of the loop, typically offers some basic amenities. You may find a pub or a small cafe there, which can be a welcome stop after completing the challenging route. It's always a good idea to check opening times in advance.

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