Book The Best Hotels in Craryville, NY for 2026 from CA $107 - Fully Refundable Options

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Our top choices for Craryville hotels

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.

A two-story house with a porch, a front door, and a mailbox.

A traditional living room with a fireplace, floral patterned sofa, and a patterned rug.

1. Changing Times Boutique Country Lodging

Craryville

Thomas

CA $281

CA $314 total

includes taxes & fees

Sep 28 - Sep 29

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

2. the Alander

Copake

Thomas

CA $203

CA $227 total

includes taxes & fees

Sep 24 - Sep 25

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

A compact kitchen with a wooden countertop, a coffee machine, and a small shelf with a hair dryer and cups.

A snow-covered landscape with a house and a sign that reads "the brooks".

A living room with a sofa, a coffee table, a fireplace, and a ceiling fan.

3. The Brooks Motel

Hillsdale

Nelson

CA $188

CA $211 total

includes taxes & fees

Sep 28 - Sep 29

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

4. Quality Inn Great Barrington

Great Barrington

Kimberly

CA $142

CA $159 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

5. Monument Mountain Motel

Great Barrington

Victor

CA $108

CA $121 total

includes taxes & fees

Sep 28 - Sep 29

A modern hotel lobby with seating areas, tables, and a reception desk.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A breakfast area with a counter, coffee machine, and a display of pastries.

A kitchenette with a microwave, coffee maker, and coffee cups.

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

CA $187

CA $209 total

includes taxes & fees

Oct 19 - Oct 20

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

7. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

CA $105

CA $118 total

includes taxes & fees

Sep 24 - Sep 25

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

A wooden deck with a staircase leading to a covered porch.

8. Micosta Leisure Inn

Hudson

Kim

CA $151

CA $169 total

includes taxes & fees

Oct 13 - Oct 14

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

9. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

CA $237

CA $265 total

includes taxes & fees

Sep 27 - Sep 28

A large house with a balcony and a grassy yard.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

A two-story building with a gabled roof and a chimney.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

10. The Little Lion

Great Barrington

Anne

CA $145

CA $162 total

includes taxes & fees

Oct 18 - Oct 19

A group of people performing yoga in an outdoor setting with grass and trees.

A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.

A reception desk with a framed floral painting, a deer head, and a sign about pets.

A hotel room with a bed, two chairs, a small table, and a lamp.

11. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

CA $97

CA $107 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

A spacious room with leather seating, large windows, and exposed brick walls.

A restaurant with long tables, chairs, and a brick wall.

A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

12. Pocketbook Hotel and Bath

Hudson

Elizabeth

CA $297

CA $400 total

includes taxes & fees

Oct 19 - Oct 20

A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

A hotel room with a wooden desk, a television, a grey office chair, a sofa, and a window with curtains.

A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

13. Spark by Hilton West Coxsackie

West Coxsackie

Andrew

CA $126

CA $136 total

includes taxes & fees

Oct 4 - Oct 5

A bedroom with a bed, bedside table, and a wall-mounted mirror.

A room with a desk, chair, and a brown leather chair. There is a white door leading to a bathroom with a sink and a mirror.

An outdoor patio with a wooden table and four black wire chairs, surrounded by stone tiles and greenery.

A staircase with white steps and black non-slip treads, leading to a landing with a dark wall and a window with colorful stained glass.

14. Nautical Nest

Hudson

Karolina

CA $200

CA $232 total

includes taxes & fees

Sep 27 - Sep 28

A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

A wooden wall with a white pendant light fixture.

A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.

15. Prospect Berkshires

Egremont

Kellee

CA $461

CA $562 total

includes taxes & fees

Sep 24 - Sep 25

A bedroom with a large bed, a dresser, a chair, and a mirror.

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

16. Wilder House Berkshires

Sheffield

Mark

CA $271

CA $302 total

includes taxes & fees

Sep 27 - Sep 28

A red building with a sign reading "Shaker Mill Inn."

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

17. Shaker Mill Inn

West Stockbridge

Mervin

CA $258

CA $283 total

includes taxes & fees

Sep 24 - Sep 25

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

18. Quality Inn Lee - Lenox South

Lee

Wendy

CA $154

CA $172 total

includes taxes & fees

Oct 19 - Oct 20

19. Berkshire Travel Lodge

Austerlitz

Kris

CA $85

CA $96 total

includes taxes & fees

Oct 21 - Oct 22

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A covered porch with wicker furniture and hanging flower baskets.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

20. The Red Lion Inn

Stockbridge

James

CA $217

CA $312 total

includes taxes & fees

Sep 30 - Oct 1

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Top Craryville Hotel Reviews

Residence Inn by Marriott Kingston

8/10 Good

"There are no in room safes"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The facilities and property made for a wonderful family visit to the Bershires."

Quality Inn Great Barrington

10/10 Excellent

"Great room and security. Like the breakfast setup . Staff is very good!"

Quality Inn Lee - Lenox South

8/10 Good

"Great location for our trip into NE."

Hampton Inn Kingston

10/10 Excellent

"The hotel was very clean, up to date, and the staff was friendly."

The Red Lion Inn

10/10 Excellent

"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."

Mirbeau Inn & Spa

10/10 Excellent

"Beautiful property, relaxing spa, clean, great food. Would stay again!"

Howard Johnson by Wyndham Saugerties

8/10 Good

"Clean but the bed is ROCK hard..."

Pocketbook Hotel and Bath

10/10 Excellent

"Lovely. Staff was very helpful and friendly. The rooms were well appointed. We arrived at night and it was a little difficult finding the main entrance but obviously we succeeded"