3 Star 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

3 Star Hotels in Helmsley

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

A traditional dining room with wooden tables and chairs, a patterned carpet, and a fireplace.

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.

1. The Royal Oak Hotel

York

$88

$106 total

includes taxes & fees

Sep 30 - Oct 1

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 cozy living room with a fireplace, a sofa set, and a wooden door.

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.

2. 29 Bondgate

York

$554

$665 total

includes taxes & fees

Oct 9 - Oct 10

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

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

3. Cliff House

York

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

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.

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

4. The Royal Oak Inn

York

$119

$143 total

includes taxes & fees

Oct 26 - Oct 27

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

An outdoor patio area with wicker furniture, stone flooring, and a pergola covered in greenery.

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

5. The Pheasant Hotel

York

$257

$309 total

includes taxes & fees

Oct 4 - Oct 5

A rural landscape with a stone wall, a road, and neatly trimmed hedges.

A wooden staircase with a green carpet, a wooden handrail, and a lamp on a table.

A table with a vase of purple flowers, salt and pepper shakers, a small bowl, and a teapot.

A traditional stone building with multiple windows, surrounded by a well-maintained lawn and various plants.

6. Newburgh House Bed & Breakfast

York

$105

$126 total

includes taxes & fees

Oct 12 - Oct 13

A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

A welcome sign with the name 'The Cove' and 'ION' partially visible, surrounded by greenery.

A hotel lobby with a central seating area, a reception desk, and a staircase leading to other floors.

A bar area with multiple beer taps, a computer monitor, and a sign indicating a 'Food Allergy' policy.

7. The Union Inn & Restaurant

Malton

$116

$139 total

includes taxes & fees

Oct 1 - Oct 2

A bar with various beer glasses and taps, including brands like Black Sheep, Theakston, and John Smith's Extra Smooth.

A cozy dining area with a fireplace, a table set for two, and a bottle of wine.

A cozy room with a stone wall, a wood-burning stove, a bookshelf with wine bottles, and a decorative metal bucket.

A brick building with a green signboard advertising The Oak Tree Inn, featuring a website URL.

8. The Oak Tree Inn

York

$76

$91 total

includes taxes & fees

Oct 11 - Oct 12

A bedroom with two beds, a headboard, and a ceiling light fixture.

A bathroom with a white sink, a toilet, and a mirror with a geometric frame.

A two-story building with a sign reading 'Old Red House.'

A bedroom with a bed, a wardrobe, and a bathroom visible through an open door.

9. Old Red House Thirskl

Thirsk

$60

$72 total

includes taxes & fees

Oct 4 - Oct 5

A dining area with a table set for four, surrounded by wooden chairs, with a view of a garden through large glass doors.

A bathroom with a white sink, a glass shower enclosure, and a towel rack.

A stone building with a patio area featuring wooden tables and benches.

A grassy area with a small bush of tall, light-colored flowers, a few trees, and a large log on the ground.

10. Cottage Lea's Country Hotel & Restaurant

Pickering

$144

$173 total

includes taxes & fees

Oct 2 - Oct 3

A rooftop pool area with glass railings, outdoor seating, and a view of a road and trees.

A large, multi-story building with a well-maintained lawn in front.

A reception area with a wooden reception desk, a leather chair, a small table with a magazine, and a glass door leading outside.

A breakfast table set with plates of food, a pitcher, a cup, and a vase with flowers.

11. Burn Hall Hotel

York

$60

$72 total

includes taxes & fees

Oct 19 - Oct 20

A two-story building with a sign reading "Fourways Guest House Thirsty."

A room with a television on a wooden stand, a small round table with a white coffee pot, a floral-patterned chair, and a window with metal bars.

A bedroom with two single beds, a nightstand with a lamp, and a window with curtains.

A hotel room with a bed, a TV on a stand, a wardrobe, and a patterned carpet.

12. Fourways Guest House

Thirsk

$138

$166 total

includes taxes & fees

Oct 5 - Oct 6

A restaurant interior with wooden beams, green upholstered seating, and vibrant pink flowers.

A hotel with a stone facade, large illuminated letters 'W' and 'S', and a parking lot in front.

A living room with a blue sofa, an orange armchair, and a variety of colorful flowers in vases.

A modern staircase with a glass railing and a wooden finish, leading to an upper level.

13. Wainstones Hotel

Middlesbrough

$120

$144 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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

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

14. White Horse Farm Inn

Pickering

$102

$122 total

includes taxes & fees

Oct 29 - Oct 30

A brick building with a blue sign reading 'Northallerton Motel' and a covered entrance.

A reception area with a reception desk, computer, and a vending machine.

15. Northallerton Motel

Northallerton

$85

$101 total

includes taxes & fees

Oct 8 - Oct 9

A living room with a sofa, TV, wooden cabinet, lamp, and a clock on the wall.

A garden with picnic tables and a stone staircase leading to a building.

A shelf with various bottles of Yorkshire beer.

16. The New Inn

Pickering

$104

$125 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel room with a large bed, a sitting area with a chair, a view of the outdoors, and a balcony.

A reception area with a wooden reception desk, a large leather sofa, and two grey armchairs.

A restaurant with wooden beams, circular ceiling lights, and a mix of booths and tables.

A building with a large glass facade, a wooden exterior, and a landscaped garden with purple flowers.

17. Sandburn Hall Hotel

York

$142

$171 total

includes taxes & fees

Oct 11 - Oct 12

A tranquil lake with a clear reflection, surrounded by dense forest and a distant hill.

A rustic stone building with a signpost indicating 'Coast to Coast'.

A rustic bar area with a wooden counter, a brick wall, and a hanging light fixture.

A rural landscape with a house surrounded by trees and a grassy field.

18. Park House Country Guest House

Northallerton

$118

$118 total

includes taxes & fees

Oct 27 - Oct 28

A dining area with a buffet table featuring various food items, including yogurt parfaits and fruit.

A room with a large bay window, a wooden bench with cushions, a bed, and a dresser.

An outdoor seating area with tables and chairs, surrounded by greenery and trees.

A cozy room with a fireplace, wooden furniture, and a red patterned carpet.

19. The Mallyan Spout Hotel

Whitby

$149

$179 total

includes taxes & fees

Sep 30 - Oct 1

A stone building with a red-tiled roof, a covered patio area, and a landscaped garden with a paved walkway.

A bathroom with marble walls, a glass shower enclosure, and two pendant lights.

A brick house with a swimming pool, outdoor furniture, and a wooden fence.

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

20. Dewars Restaurant & Rooms

Kirby Misperton

$209

$250 total

includes taxes & fees

Oct 12 - Oct 13

See more properties

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