Howardian Hills

Helmsley

The only market town in the 554 square miles of the North York Moors National Park, Helmsley is full of history, character and stunning architecture (including 51 listed buildings) making it a great place to visit. Helmsley is where the North York Moors National Park meets the Howardian Hills. It’s where the Cleveland Way meets the Ebor Way and the Inn Way. It’s where the valleys of Bilsdale and Ryedale leave the moorland and meet the flat Vale of Pickering.

The Norman Helmsley Castle, dating back over 900 years, evolved over the centuries, from a mighty medieval fortress to a luxurious Tudor mansion, to a Civil War stronghold and a romantic Victorian ruin. It is open all year round for visitors to enjoy, under the care of English Heritage.

Helmsley has everything you’d expect in a quintessentially English market town, a vibrant market square, independent, specialist shops, excellent places to eat and drink, an imposing castle. It also has a walled garden, bird of prey centre, microbrewery, open air swimming pool, luxury spa, nature reserve, galleries and an arts centre.

Holiday homes in and around Helmsley

Helmsley, North York Moors National Park Angram Cottage On the edge of the popular village of Coxwold in the Howardian Hills AONB, just 8 miles from Helmsley and 20 miles from the City of York, Angram Cottage is a hidden gem nestled away at the end of a... View Property

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Helmsley, North York Moors National Park The Partridge at The Old Bank Special Offer 10% off new bookings May to September 2024!* Set in the heart of Hemsley, the only market town in the North York Moors National Park, this duplex apartment sleeps up to 4 people. The stunning historic conversion, once... View Property

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Helmsley, North York Moors National Park The Old Bank Special Offer 10% off new bookings May to September 2024!* The Old Bank is a Georgian townhouse located in the centre of the market town of Helmsley, in the North York Moors National Park, it sleeps 8 across four bedrooms... View Property

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Helmsley, North York Moors National Park The Pheasant at The Old Bank Special Offer 10% off new bookings May to September 2024!* The Pheasant is situated at the heart of the only market town in the North York Moors National Park, Helmsley. Enjoying an unrivalled position overlooking the market square, this stunning... View Property

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Helmsley, North Yorkshire Maidensworth Farm Set on 45 acres in the Howardian Hills Area of Outstanding Natural Beauty, this exclusive use property is perfect for gatherings of family and friends, small intimate weddings and celebrations, the farm provides the ideal setting. Maidensworth Farm is the... View Property

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Ampleforth, North York Moors National Park Moorside Cottage SPECIAL OFFER - Short Breaks From £430! Moorside Cottage is a beautiful stone cottage dating from circa. 1760 set in the heart of the pretty village of Ampleforth, with two pubs, a well stocked village store and a lovely coffee... View Property

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Ampleforth, North York Moors National Park Sunflower Cottage Special Offer 20% off new bookings!* Sunflower Cottage is a newly renovated property set in the pretty village of Ampleforth near Helmsley and the ancient City of York. Sarah, the owner has created a beautiful, well thought out and creatively... View Property

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OTHER TOWNS AND VILLAGES IN Howardian Hills