Helmsley

One of North Yorkshire’s most popular market towns (officially - it won the Great British High Street Award’s best market town category), Helmsley is somewhere everyone should visit at least once in their lifetime. Although if you go once, you are likely to go back time and time again - a visit to this picturesque place, which has so much going on, feels like a breath of fresh air.

Helmsley is a perfect destination for those who love the great outdoors with a wealth of walking and cycling routes through the North York Moors National Park which is on its doorstep. The Discovery Trail showcases local history on an easy loop, while cyclists can enjoy routes like the Helmsley to Rievaulx Abbey ride and the challenging North York Moors Cycleway, passing through heather landscapes and hidden valleys on quieter roads. One of the highlights is the Cleveland Way, a renowned national trail that starts in Helmsley. If you fancy taking a dip to cool off, the town’s open-air pool is a refreshing option in the summer months.

If you prefer a more leisurely pace, take a trip back in time at the town’s castle, admire the stunning blooms and floral arches at the walled garden, marvel at spectacular birds of prey displays at the nearby estate, or wander stunning National Trust sites just outside of town. Take a stroll around and browse the town’s many independent shops and boutiques, savour a bite to eat in the welcoming cafés and bakeries, delicious delis and welcoming pubs and restaurants. When it’s time to rest after a day exploring, choose from a range of quality accommodation from spa hotels to cosy cottages.

Helmsley 700 2 8631 R Richard Burdon 2

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Businesses in Helmsley

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Helmsley - Moors

Holly-Garth Holiday Cottage

Holly-Garth is a superbly equipped 4 star holiday cottage near the centre…

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Helmsley - Moors

Studford Luxury Lodges

Tucked away in a quiet corner of the North York Moors National Park, just…

The Black Swan Hotel 3 209504906
Helmsley - Moors

The Black Swan Helmsley Restaurant

Great food is at the heart of great hospitality and our restaurant –…

The Black Swan Helmsley
Helmsley - Moors

The Black Swan Helmsley

The Black Swan Hotel at Helmsley is a historic inn, turned boutique hotel.…

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Helmsley - Moors

The Pheasant Hotel

Beautifully located Country Hotel with award-winning restaurant set in a…

2020 09 02 113717 926228004
Helmsley - Moors

Cliff Cottages - Cecil Cottage

The location and surrounding views are breathtaking during all seasons at…

Black Swan Oldstead exterior 14 03 31 523700768
Helmsley - Moors

Black Swan at Oldstead

The Black Swan at Oldstead is a restaurant with rooms created by the Banks…

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Helmsley - Moors

Summerfield Farm Holiday Cottage

Summerfield Holiday Cottage is a stone built cottage, which sleeps 4-5. It…

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Events in Helmsley

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Justin Moorhouse: The Greatest Performance of My Life
Helmsley - Moors

Justin Moorhouse: The Greatest Performance of My…

23 Jan 26

The story covers subjects ranging from pantomimes to dreams, how to behave…

New RW Helmsley and the Howardian Hills banner
Helmsley - Moors

Helmsley and the Howardian Hills Restaurant Week

23 Feb - 1 Mar 26

Experience delicious dining with the best local produce at a great price…

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