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Holidays in Pickering

A peaceful North Yorkshire market town steeped in history

Beautiful landscape near Pickering

On the edge of the North York Moors National Park at the foot of the moors sits the tranquil market town of Pickering. Known as the official ‘Gateway to the Moors’, it’s said to be one of the oldest towns in the area, dating back to at least 270 BC, to the time of the Romans.

Built on a hill with a historic castle at the top looking down over the town, it features cosy, period, grade II-listed stone cottages. Pickering is an ideal base for walking and cycling holidays, plus it's conveniently placed for day trips to Whitby, Scarborough, Robin Hood’s Bay and Filey. Just a short distance away is the nearby famous steam railway too.

Steam train travelling near Pickering

Pickering Castle (only open in spring and summer), in the heart of the North York Moors National Park, has been a royal hunting lodge, holiday home and a stud farm for a succession of medieval kings. The castle has an extensive exhibition in its chapel, and you can also visit the King’s Room in the Keep to enjoy uninterrupted views of the moors and the town below.

Another fun place of historical interest is the North York Moors Railway. A volunteer project runs to preserve and operate an 18-mile long railway track through the heart of the North York Moors National Park, from Pickering via Levisham, Newton Dale and Goathland to Grosmont, with a further six mile extension over Network Rail’s Esk Valley line to Whitby and occasionally Battersby. It is the largest preserved heritage railway in the UK. You can catch a steam or diesel locomotive, and enjoy a fine meal in the Pullman car. There’s also a good programme of seasonal events on throughout the calendar.

Pickering has been described as a walker’s paradise. The North York Moors National Park offers thousands of miles of trails within its borders including the Cleveland Way. Habitats include open farm land, heather moorlands, pikes and remote villages with cosy pubs. Pickering is also close to Dalby Forest which has treks for people of all abilities and stamina. The Yorkshire Coast also has several trails running near or up the craggy eastern coast.

“You can enjoy panoramic views of the area from Pickering Castle…”

Pickering’s amenities are very good with a range of independent shops and high street favourites to look buy some gifts, as well as a broad choice of places to grab lunch or to enjoy a relaxing evening meal.

We have some lovely cottages in and around Pickering. Why not visit our collection to feel inspired?

While you’re there

Cropton Brewery

Enjoy the sights, smells and tastes of a working real ale brewery.

Beck Isle Museum

See what life was like in Pickering and Ryedale over the last 200 years.

North Yorkshire Moors Steam Railway

View the beautiful scenery of the North York Moors from the window of an authentic steam train.

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