Hotels in Helmsley

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 wooden-floored dining area with a table and chairs, a bench, and a floral-patterned chair.

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".

A cozy bar area with wooden furniture, a variety of bottles, and framed pictures on the wall.

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.

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

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

3. The Royal Oak Hotel

York

$88

$106 total

includes taxes & fees

Oct 15 - Oct 16

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

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

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

A living room with a fireplace, a television, a sofa, and a table with a lamp.

4. Ivy Cottage

York

$458

$549 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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

A staircase with wooden steps and white railings, leading to a landing with a vase of flowers.

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.

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

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

7. The Pheasant Hotel

York

$257

$308 total

includes taxes & fees

Oct 18 - Oct 19

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.

8. The Fairfax Arms

York

$132

$159 total

includes taxes & fees

Oct 13 - Oct 14

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

A traditional inn with wooden furniture, a patterned carpet, and string lights.

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.

9. The Royal Oak Inn

York

$119

$143 total

includes taxes & fees

Oct 26 - Oct 27

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.

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

A bar area with wooden stools, a bar counter, and a stone wall.

10. The George and Dragon Hotel

York

$101

$122 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

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

A rustic kitchen with a wooden bench and a herringbone-patterned floor.

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 restaurant with a long counter, leather seating, chandeliers, and large windows.

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.

An outdoor seating area with wooden tables and blue umbrellas, set against a brick building with a red-tiled roof.

A bar area with various liquor bottles and glasses.

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

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

A traditional brick cottage with a white door, ivy, and purple flowers.

15. The Durham Ox

York

$154

$185 total

includes taxes & fees

Oct 21 - Oct 22

A cozy room with a television mounted on the wall, two armchairs with orange cushions, a small table with a kettle, and a lamp.

A bedroom with a bed, a desk with a mirror, a television, and a chandelier.

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

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

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

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

A two-story stone building with a sign reading "Forest & Vale Hotel".

17. Best Western Forest & Vale Hotel

Pickering

$159

$191 total

includes taxes & fees

Oct 14 - Oct 15

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

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

A bar area with wooden furniture, a counter with bottles, and hanging lights.

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

18. The Stapylton Arms

York

$138

$165 total

includes taxes & fees

Oct 13 - Oct 14

A living room with a fireplace, a wooden door, a sofa, and a coffee table.

A bedroom with a wooden bed, a nightstand, a chair, and a window with natural light.

A modern bathroom with a glass-enclosed shower, a towel rack, and a toilet.

A window with a view of a residential area, including houses and trees.

19. Old Manse Hotel

Pickering

$98

$118 total

includes taxes & fees

Nov 8 - Nov 9

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

View all properties

Get last-minute hotel deals in Helmsley and save more

Next month

The Black Swan - The Inn Collection Group

York

$142

per night

$171 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 cozy lobby with leather armchairs, a fireplace, framed artwork, and a large mirror.

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

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.

The Feathers Hotel

York

Go beyond your typical stay in Helmsley

Pet friendly

Pool

Apartment

Hot tub

Cottage

Family friendly

Cabin

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

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

Check out reviews of Helmsley hotels guests love

The Churchill Hotel

8/10 Good

"Staff are lovely and super helpful Location was brilliant, Walking distance to all the sights Small double room is very small and tricky for two people to get ready."

The Crown Hotel, Boroughbridge, North Yorkshire

10/10 Excellent

"Excellent all round"

Burn Hall Hotel

10/10 Excellent

"Had a comfortable stay here, the location, room and staff were just as expected."

Hotel Clementine

10/10 Excellent

"Hotels was great staff were friendly, it was clean, will definitely be going back"

Mercure York Fairfield Manor Hotel

8/10 Good

"Only stayed briefly overnight and didn’t eat there so can’t comment on the food or other facilities. Pros - very clean, quick check in/out from friendly staff, room was spacious and bed was comfy. However, it’s very tired and dated - floorboards squeaked, and the fittings/furniture etc is overdue a refresh and refurbishment. Didn't really detract from an overnight stay, but did mean the hotel lacked a luxury feel."

The Minster Hotel York

10/10 Excellent

"Lovely hotel ,staff are polite and helpful ,rooms very clean ."

Moxy York

10/10 Excellent

"Very convenient for walking to the desired attractions and food. I had breakfast included in. It was a very good breakfast with lots of selection."

Leonardo Hotel Middlesbrough

10/10 Excellent

"It is what it is but for the price paid this hotel in central, clean and the staff are all lovely"

Holiday Inn Express York by IHG

10/10 Excellent

"Very well run hotel, very friendly staff. Lovely clean hotel. Would definitely recommend to stay in. We will be using this hotel again in the future"

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.