A historic castle ruin with two towers on a grassy hill.

Hotels in Helmsley

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Where to stay in Helmsley?

A traditional hotel with multiple buildings, including a Tudor-style structure and a stone building with a sign for "The Hotel."

A bar area with wooden bar counters, multiple stools, and hanging pendant lights.

A traditional Tudor-style house with a well-maintained garden, stone walls, and a lawn.

A stone fireplace with a wood-burning stove, a round wooden table, and a window with floral wallpaper.

1. The Black Swan - The Inn Collection Group

York

$98

$118 total

includes taxes & fees

Oct 18 - Oct 19

A stone fireplace with a fire, wooden chairs, a table with wine glasses, and a window with a view of the street.

A bedroom with a large bed, a nightstand with a lamp, and framed artwork on the wall.

A stone building with a sign reading "Feathers Hotel".

An outdoor patio with tables and chairs, umbrellas, and a stone building in the background.

2. The Feathers Hotel, Helmsley, North Yorkshire

York

$109

$131 total

includes taxes & fees

Oct 15 - Oct 16

A stone building with a red-tiled roof, a stone archway, and a garden with yellow flowers.

A staircase with white balusters, a chandelier, a bookshelf, and a window with a view of a tower.

Two dogs sitting in front of a fireplace in a rustic room with a stone wall, a wooden table, and a chair.

A billiards table, bar area, and seating with stools.

3. The Royal Oak Hotel

York

$88

$106 total

includes taxes & fees

Oct 12 - Oct 13

A sunlit room with large windows, wicker furniture, and a rug.

A stone pathway leading through a well-maintained garden with various shrubs and a clear sky.

A stone house with a red-tiled roof, multiple windows, and a well-maintained garden with various plants and a stone wall.

A stone house with a tiled roof, a front porch, and a small garden.

4. Ivy Cottage

York

$458

$549 total

includes taxes & fees

Oct 19 - Oct 20

A stone building with a green door, a window with a white frame, and a small garden area with potted plants.

A small brick house with a tiled roof, a door, and a window. There is a garden with various plants and flowers in front of the house.

A garden with a pathway leading to a stone house with a tiled roof.

A modern kitchen with a built-in oven, a coffee maker, and a toaster. There is a dining table with chairs and a vase of flowers.

5. 29 Bondgate

York

$553

$664 total

includes taxes & fees

Oct 21 - Oct 22

A dining table set with white plates, silverware, and wine glasses, accompanied by a vase of flowers.

A kitchen with a stainless steel sink, a yellow kettle, and various potted plants on the windowsill.

A room with two beds, a wooden door, a radiator, and a wall with a floral pattern.

A stone house with a red-tiled roof, a blue door, and a narrow stone pathway leading to the entrance.

6. Cliff House

York

$567

$680 total

includes taxes & fees

Oct 18 - Oct 19

A restaurant with a glass ceiling, tables set for dining, and various bottles and decorative items on the tables.

A building with ivy-covered walls and a sign for "The Pheasant Hotel."

An indoor swimming pool with a wooden ceiling, a clock, and a large flower painting on the wall.

7. The Pheasant Hotel

York

$257

$309 total

includes taxes & fees

Oct 18 - Oct 19

A building with a sign reading "EN SUITE ACCOMMODATION" and flower baskets on the wall.

A stone building with outdoor seating, a signboard, and parked cars.

A neatly made bed with a white comforter, multiple pillows, a dark striped throw blanket, a bedside table with a lamp, and a remote control on the bed.

A cozy room with a fireplace, comfortable seating, and a small table.

8. The Royal Oak Inn

York

$119

$143 total

includes taxes & fees

Oct 26 - Oct 27

A bedroom with a double bed, two bedside tables, a nightstand, a radiator, and a window with curtains.

A modern bathroom with a glass-enclosed shower, a freestanding bathtub, and a vanity with a large mirror.

A bedroom with a wooden wardrobe, a black leather sofa, a flat-screen TV, a wooden dresser, and a lamp.

A burger with a bun, cheese, lettuce, and tomato, accompanied by fries and a glass of beer on a wooden table.

9. The Fairfax Arms

York

$132

$159 total

includes taxes & fees

Oct 13 - Oct 14

A bar area with a wooden counter, a television screen, and a sign promoting Cask Ales.

A hotel room with a bed, a desk with a mirror, a window with curtains, and a wall with a forest pattern.

An outdoor patio area with multiple wooden tables and chairs, stone buildings in the background, and a clear sky.

A stone building with multiple windows, a spiral staircase, and a small garden area with flowers.

10. The George and Dragon Hotel

York

$101

$122 total

includes taxes & fees

Oct 12 - Oct 13

An arched entrance with a brick wall and a stone pathway leading to a garden.

A courtyard with a central lawn, surrounded by buildings with large windows and a brick facade.

A cozy restaurant with wooden tables and chairs, stone walls, and a fireplace.

A building with a brick facade, large windows, and a flat roof. There is a circular garden with neatly trimmed hedges and a variety of flowers.

11. The Carpenters Arms

Thirsk

$91

$110 total

includes taxes & fees

Nov 11 - Nov 12

A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a bookshelf.

A traditional stone building with a sign reading "Kings Head Hotel."

A stone building with a red-tiled roof, a wooden door, and a staircase leading to a window.

A bedroom with a large bed, bedside tables, a dresser, a mirror, and a chandelier.

12. Kings Head Hotel

York

$108

$130 total

includes taxes & fees

Nov 1 - Nov 2

A historic building with a sign reading "GOLDEN FLEECE."

A room with a tufted purple sofa, a wooden coffee table, and a large arched window.

A brick building with outdoor seating, a staircase, and a red umbrella.

A bar area with a wooden counter, a chandelier, and shelves stocked with bottles and glasses.

13. The Golden Fleece Hotel, Thirsk, North Yorkshire

Thirsk

$116

$139 total

includes taxes & fees

Oct 18 - Oct 19

A restaurant with a high ceiling, a glass skylight, and a chandelier. Tables and chairs are arranged for dining.

A bar area with various liquor bottles and glasses.

A brick building with a sign reading "Plum Partridge."

A neatly made bed with floral bedding, a white headboard, and decorative pillows.

14. Plum and Partridge Inn

York

$119

$143 total

includes taxes & fees

Oct 18 - Oct 19

A wooden cabin with a glass door, a small pool, and a fireplace.

A wooden cabin with a glass door, a small pool, and a patio area.

A cozy cabin interior with a wooden interior, a table with a bottle and glasses, a wicker chair, a fireplace, and a coat hanging on the wall.

A rustic building with a wooden exterior, a stack of firewood, and various potted plants.

15. The Durham Ox

York

$165

$199 total

includes taxes & fees

Nov 2 - Nov 3

A dining area with a table set for four, a fireplace, and a wall adorned with framed artwork and a wreath.

An outdoor seating area with wooden tables and green umbrellas, a bicycle parked by the building, and a sign for "The George Hotel".

A bathroom with a green chair, a vanity with a mirror, and a floral-patterned wall.

A bar with multiple beer taps, including brands like Beck's, Guinness, and Theakston Best Bitter.

16. The George Hotel Easingwold

York

$125

$150 total

includes taxes & fees

Nov 1 - Nov 2

A building with large windows, a patio area with outdoor seating, and two illuminated trees.

A hotel room with a large bed, a bathtub, a vanity with a mirror, and a bathroom with a sink and towel rack.

A living room with a fireplace, two upholstered chairs, and a large painting on the wall.

A well-maintained garden with a lawn, a wooden bench, and a house with a stone facade and multiple windows.

17. Best Western Forest & Vale Hotel

Pickering

$159

$191 total

includes taxes & fees

Oct 14 - Oct 15

A neatly made bed with white linens, a wooden headboard with intricate carvings, and a lamp on a bedside table.

A traditional room with a wooden ceiling, a large bookcase, two sofas, a coffee table, and a patterned rug.

A traditional room with leather armchairs, a fireplace, and a plaid carpet.

A room with a large window divided into six panes, curtains, and a view of greenery and buildings outside.

18. Dunsley Hall Country House Hotel

Whitby

$126

$151 total

includes taxes & fees

Nov 1 - Nov 2

A traditional white building with a red-tiled roof, multiple windows, and hanging flower baskets.

A cozy restaurant with wooden furniture, a stone fireplace, and a bar area.

A neatly made bed with a grey blanket, two bedside tables with lamps, and a wooden ceiling beam.

A white building with a tiled roof, outdoor tables, and hanging flower baskets.

19. The Stapylton Arms

York

$138

$165 total

includes taxes & fees

Oct 13 - Oct 14

A neatly arranged bedroom with a large bed, a bedside lamp, and a window with a view.

A buffet with roasted meats, vegetables, and a variety of dishes.

A stone building with multiple windows, a gravel driveway, and outdoor seating.

A stone fireplace with a metal grate, a lit fire, and a shelf above holding several metal cups.

20. White Horse Farm Inn

Pickering

$109

$131 total

includes taxes & fees

Oct 14 - Oct 15

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The Black Swan - The Inn Collection Group

York

$149

per night

$179 total

includes taxes & fees

The Feathers Hotel, Helmsley, North Yorkshire

York

$131

per night

$157 total

includes taxes & fees

The Royal Oak Hotel

York

$88

per night

$106 total

includes taxes & fees

29 Bondgate

York

$553

per night

$664 total

includes taxes & fees

A cozy restaurant with wooden tables and chairs, a checkered floor, and framed pictures on the walls.

A hotel room with a large bed, a red armchair, a wooden side table, a flat-screen TV mounted on the wall, and a painting of a fox.

A banquet hall with round tables, blue chairs, and white tablecloths.

A cozy lobby with leather armchairs, a fireplace, framed artwork, and a large mirror.

The Feathers Hotel

York

Go beyond your typical stay in Helmsley

Top landmarks in Helmsley

Helmsley Castle

8.6/10 (12 reviews)

Helmsley Castle is just one of the landmarks located 0.4 mi (0.7 km) from central Helmsley, so you might want to stop by for a few pics during your trip.

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Hemsley Walled Garden

9.0/10 (6 reviews)

Hemsley Walled Garden is 0.5 mi (0.7 km) from central Helmsley, why not stop by during your stay. Want to stretch your legs some more? Head to Duncombe Park, just a short walk away.

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Duncombe Park

8.8/10 (8 reviews)

If you're planning a bit of sightseeing during your trip, head to Duncombe Park— just one of the monuments in central Helmsley.

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Helmsley Arts Centre

8.0/10 (6 reviews)

If you’re after a show while in the center of Helmsley, you might want to get tickets at Helmsley Arts Centre. If you'd also like to explore some of the parks in Helmsley, Hemsley Walled Garden and Duncombe Park are both a short walk away.

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Cleveland Way

9.6/10 (10 reviews)

Cleveland Way is 0.4 mi (0.6 km) from central Helmsley, why not stop by during your stay.

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Learn more about Helmsley

Helmsley is well-known for its attractions such as Helmsley Castle and Hemsley Walled Garden. This relaxing city has something for everyone including restaurants as well as sights like Howardian Hills and North York Moors National Park. All are within a small-town setting.

See all hotels in Helmsley

Check out reviews of Helmsley hotels guests love

The Feathers Hotel, Helmsley, North Yorkshire

York

10/10 Exceptional

Amy

The Black Swan - The Inn Collection Group

York

10/10 Exceptional

Roxane

The Royal Oak Hotel

York

10/10 Exceptional

TERRENCE

A dining table set with chairs, a vase, and a window with stained glass.

A stone building with a paved driveway, parked vintage cars, and a covered area with a table.

A building with a gravel driveway, surrounded by greenery and trees.

A bedroom with a bed, a nightstand, a lamp, a wardrobe, and an open door to another room.

The Treebridge Hotel

Middlesbrough

10/10 Exceptional

Greg

A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.

An outdoor patio area with wicker furniture and umbrellas, surrounded by greenery and a brick building with a glass window.

A building with beige siding and red-tiled roof, featuring hanging flower baskets and potted plants along the exterior.

A bedroom with a four-poster bed, a sofa, and a fireplace.

Brickfields Farm

York

10/10 Exceptional

Anonymous traveler

The Stapylton Arms

York

10/10 Exceptional

Kimberlee

A dining table set with tea service, chairs, and a stone wall with a mural.

A stone building with a tiled roof, a balcony, and potted plants in the courtyard.

A room with a sofa, a small table with a lamp, a bench, a window with curtains, a cabinet, and a painting on the wall.

A bedroom with a large bed, a wooden wardrobe, a bedside table with a tray, and a window with curtains.

The Cornmill

York

10/10 Exceptional

Sarah

A covered outdoor seating area with wicker furniture, a ceiling projector, and a view of a green landscape.

A swimming pool with a brick wall and string lights.

A covered outdoor area with a round table and chairs, a potted plant, and a view of trees and greenery.

A brick building with a tiled roof, a courtyard with gravel, and potted plants.

Newsham Grange Farm Bed and Breakfast

Thirsk

10/10 Exceptional

This B&B excelled in every way. As grandparents traveling with a twelve-year old, we praise Sue and staff in making us feel beyond welcome. The pool and the outdoor heated tub absorbed much of our granddaughter's excess energy, as did playing with the resident Rottweiler Axel. The grounds are lovely-lots of holly and ivy- and the rooms, immaculate and full of charm. The traditional Yorkshire breakfast is a plus for hardy appetites.

Noney

A room with a large arched window, a bench, two chairs, and a table with a vase.

A window with a view of a historic building and a well-maintained garden.

A spacious room with a wooden floor, a round table with a vase of flowers, and a seating area with chairs and a sofa.

A historic building with a tower and brick walls, surrounded by a well-maintained garden with various flowers.

Grays Court

City Centre

10/10 Exceptional

Grays Court is a beautiful and truly unique place to stay in York. The staff were warm and friendly, the accommodations were full of historic character, and the gorgeous garden made the property feel especially peaceful. The complimentary breakfast was delicious and incredibly generous. I enjoyed toast, tea, orange juice, and a full British breakfast. The location is perfect for exploring historic York on foot. It is just steps from York Minster and within easy walking distance of the city’s...

Cecily

A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.

A living room with a sofa, a glass coffee table, a fireplace, and a bookshelf.

A dining area with a fireplace, multiple tables and chairs, and a large window with curtains.

A hallway with a checkered floor, a chandelier, a radiator, and a door with a stained glass window.

MonkBridge House

The Groves

10/10 Exceptional

Carl

A cozy restaurant with a bar, wooden furniture, a fireplace, and a stone wall.

A stone house with a tiled roof, a white door with the number 9, and a window with curtains.

A covered patio area with stone flooring, outdoor seating, and a building with a tiled roof.

A cozy living room with a stone fireplace, a sofa, and a television.

The Horseshoe Inn

Pickering

10/10 Exceptional

gabe

A stone cottage with a tiled roof, large windows, and a gravel patio with outdoor seating.

A tray with two martini glasses, a bottle, and two candles on a textured surface.

A brick building with a glass door entrance, decorated with Christmas lights and small trees.

A bedroom with a large ornate mirror, a tufted headboard, and a bedside table with a vase of flowers.

Grange Farm Lodge

Ripon

10/10 Exceptional

Samantha

The Carpenters Arms

Thirsk

10/10 Exceptional

Neil

Frequently Asked Questions

What hotels do travelers like in Helmsley?

Guests like The Feathers Hotel, Helmsley, North Yorkshire, Feversham Arms Hotel & Verbena Spa and The Black Swan - The Inn Collection Group.

Where can I get free parking at my hotel in Helmsley?

These hotels offer the perk of free parking: The Feathers Hotel, Helmsley, North Yorkshire and The Royal Oak Hotel.

Can I book a refundable hotel in Helmsley?

If you're looking for the flexibility to change your travel plans to Helmsley, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Helmsley if I want a vacation home instead of a traditional hotel?

You'll find 7 vacation homes on our site. You can also consider one of the 37 cottages for your trip.

What will the weather in Helmsley be like during my trip?

The warmest months in Helmsley are usually July and August with an average temp of 58°F. January and February are the chilliest months when the average temp is 40°F. The rainiest months are August and July.

Why should I book my Helmsley accommodation with Hotels.com?

There are plenty of reasons to book your Helmsley travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.