Book The Best Hotels in Craryville, NY for 2026 from CA $105 - 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 room with a white door, a window, and a wall with various framed pictures.

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

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

1. Changing Times Boutique Country Lodging

Craryville

Thomas

CA $277

CA $311 total

includes taxes & fees

Sep 15 - Sep 16

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

A house with a stone patio and wooden stools.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

2. Little Cat Lodge

Copake Falls

Kees

CA $248

CA $278 total

includes taxes & fees

Sep 15 - Sep 16

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

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.

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

3. Quality Inn Great Barrington

Great Barrington

Kimberly

CA $144

CA $160 total

includes taxes & fees

Sep 16 - Sep 17

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

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.

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

4. The Brooks Motel

Hillsdale

Nelson

CA $200

CA $224 total

includes taxes & fees

Sep 16 - Sep 17

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

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.

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.

5. the Alander

Copake

Phil

CA $200

CA $224 total

includes taxes & fees

Sep 17 - Sep 18

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 coffee station with two coffee machines and a variety of coffee pods and cups.

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 $179

CA $200 total

includes taxes & fees

Sep 20 - Sep 21

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

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

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

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

7. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

CA $104

CA $116 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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

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

8. Monument Mountain Motel

Great Barrington

Analisia

CA $119

CA $132 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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

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

9. Micosta Leisure Inn

Hudson

Kim

CA $163

CA $182 total

includes taxes & fees

Sep 16 - Sep 17

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

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

A motel with a row of rooms, a parking lot, and a hilly backdrop.

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.

10. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

CA $96

CA $105 total

includes taxes & fees

Sep 15 - Sep 16

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

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

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

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

Great Barrington

Bruce

CA $270

CA $302 total

includes taxes & fees

Sep 20 - Sep 21

12. Berkshire Travel Lodge

Austerlitz

Kris

CA $94

CA $105 total

includes taxes & fees

Sep 15 - Sep 16

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 hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

13. The Little Lion

Great Barrington

Anne

CA $156

CA $174 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

A modern interior with a round mirror reflecting a dining area, a large vase, and a guitar.

A hallway with a staircase, a framed painting, a mirror, and a potted plant.

A two-story building with a brick facade and a flat roof.

14. Howard Hotel

Hudson

Sharon

CA $142

CA $160 total

includes taxes & fees

Sep 21 - Sep 22

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

15. East Rock Inn

Great Barrington

ERIK

CA $206

CA $230 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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.

16. Shaker Mill Inn

West Stockbridge

Mervin

CA $225

CA $247 total

includes taxes & fees

Sep 21 - Sep 22

A wooden deck with white railings and hanging flower baskets.

A two-story building with a balcony, a red door, and a staircase leading to the second floor.

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

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

17. Chatham Travel Lodge

Old Chatham

Andrew

CA $155

CA $174 total

includes taxes & fees

Sep 15 - Sep 16

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A motel with multiple rooms, a well-maintained lawn, and a stone pathway.

A hotel room with a bed, a desk, and two wall-mounted lamps.

18. Econo Lodge Lee - Great Barrington

Lee

Anna

CA $96

CA $107 total

includes taxes & fees

Sep 20 - Sep 21

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

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.

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

19. Pocketbook Hotel and Bath

Hudson

Elizabeth

CA $255

CA $351 total

includes taxes & fees

Sep 21 - Sep 22

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.

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

20. Wilder House Berkshires

Sheffield

Mark

CA $267

CA $299 total

includes taxes & fees

Sep 15 - Sep 16

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Top Craryville Hotel Reviews

Beekman Arms and Delamater Inn

10/10 Excellent

"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"The hotel is a perfect place to stay when attending a concert at Tanglewood. Its location is very convenient and our room was clean and comfortable. The on site restaurant (Mint) is lively and serves delicious Indian food."

Quality Inn Great Barrington

8/10 Good

"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"

AutoCamp Catskills

10/10 Excellent

"Staff are friendly and the cabin was clean. There is complementary coffee, tea and granola for breakfast. You can also order food and they have a mini shop where you can buy snacks and souvenirs."

Howard Johnson by Wyndham Saugerties

8/10 Good

"We stayed here once before. Staff were nice. Room was okay. Kinda old. But okay for a short stay. Internet was in and out. Bathroom water never got real hot for showers. Toilet was very low... my knees were in my mouth. The toilet bowl seat was close to broken. We MAY come back if necessary. Hopefully, some of our current concerns will be remedied. Thanks"

Residence Inn by Marriott Kingston

10/10 Excellent

"Nice"

Courtyard by Marriott Kingston

10/10 Excellent

"Loved everything about this hotel. Exceeded my expectations. Would stay again."

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"The room is very clean and tidy, water pressure is great in the bathroom for shower and the sink. Our room has the river view and it is amazing to wake up to that breathtaking view. Staffs are helpful but seems to be shorthanded, especially with large groups, service could be dragging. Not the fault of the staffs but more on the hotel management. Still it does affect the guests experience. Overall it is an amazing location, great view, and also has 4 slow speed ev chargers."

Quality Inn Lee - Lenox South

8/10 Good

"Therooms were loud on the lower level."