Helmsley — Market Town – Barugh Bridge loop from Oswaldkirk

Yorkshire And The Humber

North Yorkshire

Ryedale

Oswaldkirk

Helmsley — Market Town – Barugh Bridge loop from Oswaldkirk

Moderate

riders

Helmsley — Market Town – Barugh Bridge loop from Oswaldkirk

02:20

53.5km

370m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: August 27, 2026

Tips

Includes a segment in which cycling is not permitted

After 44.1 km for 165 m

Waypoints

Start point

Bus stop

Get Directions

293 m

St Oswald's Church, Oswaldkirk

Highlight • Historical Site

This is a proper countryside, English church, marked on the street indeed as "Historic Church". It is over 900 years old (Norman) and was built on the site of a …

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2.88 km

Golden Square Wood

Forest

6.43 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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11.7 km

Common Lane and Wombleton Airfield War Memorial

Highlight (Segment) • Monument

A wonderfully straight, with only a few bends here and there, Common Lane between Harome and Wombleton, offers terrific opportunities to put those pedals into fast motion: it's also rural …

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27.4 km

Barugh Bridge

Highlight • Bridge

There are some nice flat roads around here in the Vale of Pickering which provide some welcome respite to the hilly North York Moors and Howardian Hills. This gives rise …

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39.9 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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44.1 km

Pickering Bridge and View of Hovingham Hall

Highlight • Historical Site

You're just cycling past Hovingham Park, fantastic grounds just west of the village of Hovingham, part of the Hovingham Estate. It would be a very good place to make a …

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44.2 km

Hovingham Park Ornamental Bridge

Highlight • Monument

This is a very striking bridge. Grade II-listed, within the Hovingham Park, with a gorgeous view of the Palladian-style Hovingham Hall. This ornamental bridge goes over a waterfall, dates back …

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44.2 km