Helmsley Castle – Helmsley — Market Town loop from Kirby Misperton

Yorkshire And The Humber

North Yorkshire

Ryedale

Kirby Misperton

Helmsley Castle – Helmsley — Market Town loop from Kirby Misperton

Moderate

riders

Helmsley Castle – Helmsley — Market Town loop from Kirby Misperton

02:43

61.1km

400m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: August 20, 2026

Tips

Includes a segment in which cycling is not permitted

After 6.80 km for 114 m

Waypoints

Start point

Bus stop

Get Directions

6.86 km

Pickering Castle

Highlight • Historical Site

There has been a castle here on the hill top at Pickering since the Norman times as a motte and bailey castle. Over time it has been developed and the …

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29.7 km

Helmsley Castle

Highlight • Historical Site

If you're in the picturesque market town of Helmsley, it's well worth a visit to this historic castle. Boasting more than 900 years of history, you can learn how the …

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30.4 km

Helmsley — Market Town

Highlight • Monument

The charming town of Helmsley is nestled in the heart of the picturesque North Yorkshire Moors.

Helmsley offers plenty to do and see. You could visit the imposing Helmsley Castle, …

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34.0 km

Golden Square Wood

Forest

39.4 km

Stonegrave Minster

Highlight • Religious Site

Historic church just off the main road

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42.5 km

Mowbray's Bakery

Highlight • Cafe

The best place to stop to pick up a sandwich to take or to eat in. Delicious home cooked breads and cakes. Well worth the stop!

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46.4 km

View of Slingsby Castle

Highlight • Historical Site

Slingsby Castle was never actually a castle, but a home built in 1620s for Sir Charles Cavendish. It is still quite impressive (particularly in the right light!). It is now …

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57.0 km

Grapes Inn

Highlight • Pub

This is a lovely pub here in Great Habton and should be a welcome break on your tour.

On the weekends, the inn opens at 12 midday; on other days …

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61.0 km

St Laurence's Church, Kirby Misperton

Highlight • Historical Site

This large church dominates the village of Kirby Misperton (Kirby is from Old Norse, meaning "church village"). The church has been in the village since the 9th century. Apparently, this …

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61.1 km

End point

Bus stop

Way Types & Surfaces

Way Types