Helmsley Holiday Cottages

Explore local history and culture

History buffs and culture vultures can delight in the wide range of notable sites and historic landmarks around Helmsley. Top of your list should be Helmsley Castle. This medieval fortress dates back to the 12th century, and today, visitors can explore the various chambers and enjoy panoramic views from the tower. After visiting the castle, stroll down to the Helmsley Walled Garden to admire the resorted Victorian grounds with its range of themed areas, including a vinehouse, white garden and orchard. Just outside of Helmsley, visit the magnificent ruins of Rievaulx Abbey, a former Cistercian monastery, and the historic estate of Duncombe Park, set in beautiful landscaped gardens and home to the National Centre for Birds of Prey. Finish your day with a drink in the Black Swan Inn, a historic coaching inn with a timber-framed facade in the market square of Helmsley.

Discover scenic walks and cycle paths

The picturesque Yorkshire countryside has long been synonymous with walking and cycling, and the area around Helmsley is no exception. You can follow footpaths directly from the town to the ruins of Rievaulx Abbey, the historic manor house of Nunnington Hall, and the charming English village of Harome. If you fancy a more challenging hike, the long-distance footpaths of the Ebor Way and Cleveland Way both start from Helmsley. Cyclists can explore the scenic cycling trails within the North York Moors National Park, from gentle rides to more advanced routes. Other popular options for cyclists include the difficult but rewarding ascent up White Horse Bank, the woodland loop through Boltby Forest, and countryside trails to Castle Howard and Sutton Bank.

Enjoy exciting days out in Yorkshire

If you're hoping to combine a relaxing countryside escape in this historic market town with big city sights and exciting attractions, then this might just be the perfect place for you. Explore the best of Yorkshire with daytrips to the historic city of York and the pretty spa town of Harrogate, or head to the coast for seaside fun in resorts like Filey, Whitby or Scarborough. Use our luxury lodges and cosy cottages as your base to explore the county at your own pace, knowing you can rest and relax in comfort at the end of a busy day of sightseeing. Our accommodation caters to a range of different occasions and group sizes, from tranquil escapes for solo travellers and romantic getaways for couples to large celebratory gatherings for family and friends.