Book The Best Hotels in Craryville, NY for 2026 from CA $99 - 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 room with a white door, a window, and a wall with various framed pictures.

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

1. Changing Times Boutique Country Lodging

Craryville

Thomas

CA $283

CA $317 total

includes taxes & fees

Sep 28 - Sep 29

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

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

A house with a stone patio and wooden stools.

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

2. Little Cat Lodge

Copake Falls

Kees

CA $253

CA $284 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 dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

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

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.

3. the Alander

Copake

Thomas

CA $204

CA $229 total

includes taxes & fees

Sep 30 - Oct 1

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 dining area with a wooden table, chairs, and a colorful striped rug.

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 $188

CA $210 total

includes taxes & fees

Oct 4 - Oct 5

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

A hotel room with a bathroom, a bed, a desk, and a nightstand.

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

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

5. Quality Inn Great Barrington

Great Barrington

Joan

CA $143

CA $160 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

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

Great Barrington

Maria Dulce

CA $168

CA $188 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 $106

CA $118 total

includes taxes & fees

Sep 28 - Sep 29

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

A motel with a parking lot and several cars parked.

8. Monument Mountain Motel

Great Barrington

Victor

CA $97

CA $108 total

includes taxes & fees

Oct 25 - Oct 26

9. Berkshire Travel Lodge

Austerlitz

Kris

CA $95

CA $107 total

includes taxes & fees

Sep 28 - Sep 29

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

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

10. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

CA $90

CA $99 total

includes taxes & fees

Sep 28 - Sep 29

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 wooden deck with a staircase leading to a porch, a white door, and hanging flower baskets.

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

11. Micosta Leisure Inn

Hudson

Kim

CA $140

CA $156 total

includes taxes & fees

Oct 1 - Oct 2

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

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

An outdoor seating area with a stone table and wicker furniture.

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

12. Howard Hotel

Hudson

Sharon

CA $158

CA $179 total

includes taxes & fees

Oct 25 - Oct 26

A large house with a balcony and a grassy yard.

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

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

13. The Little Lion

Great Barrington

Mary

CA $146

CA $163 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

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

Great Barrington

Bruce

CA $275

CA $307 total

includes taxes & fees

Oct 4 - Oct 5

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 bar area with wooden beams, a bar counter, and stools.

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

15. Pocketbook Hotel and Bath

Hudson

Elizabeth

CA $304

CA $408 total

includes taxes & fees

Oct 26 - Oct 27

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

A wooden deck with a dog silhouette against a backdrop of autumn foliage.

A wooden wall with a white pendant light fixture.

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

16. Prospect Berkshires

Egremont

Kellee

CA $465

CA $566 total

includes taxes & fees

Sep 28 - Sep 29

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

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A bar with wooden floors and shelves filled with bottles.

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

17. The Red Lion Inn

Stockbridge

Stephan

CA $207

CA $302 total

includes taxes & fees

Sep 30 - Oct 1

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

A vending area with snacks, drinks, and microwaves.

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

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

18. Spark by Hilton West Coxsackie

West Coxsackie

Christian

CA $144

CA $156 total

includes taxes & fees

Oct 4 - Oct 5

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

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

A covered porch with white railings and rocking chairs.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

19. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

CA $148

CA $171 total

includes taxes & fees

Sep 28 - Sep 29

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

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.

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.

A building with a sign reading "NAUTICAL NEST" and a lantern above it.

20. Nautical Nest

Hudson

Karolina

CA $246

CA $285 total

includes taxes & fees

Sep 29 - Sep 30

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Top Craryville Hotel Reviews

Quality Inn Great Barrington

10/10 Excellent

"Front desk guy was great very helpful.. rooms were clean,good location"

The Red Lion Inn

10/10 Excellent

"Another unforgettable experience at the Red Lion. My family has been coming up for 50 years, we’re happy to continue the tradition. Wether Fall, Spring, Summer or Winter, the 4 seasons at the Red Lion are always a favorite!"

voco James Newbury Hudson Valley by IHG

10/10 Excellent

"The property is set in a small quaint area overlooking the river. The hotel and additional buildings are really pretty and our room was huge and comfortable for three people. The staff were attentive, the beds were comfortable, and the shower hot. We were going to a show at the Basilica Hudson so although it was a short stay, it was wonderful and would highly recommend. We didn’t partake in the restaurant, live music or breakfast, but all seemed to be a great addition."

Beekman Arms and Delamater Inn

10/10 Excellent

"The bartender she is excellent"

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent

"Gorgeous view! Beautiful hotel, will be back!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."

Quality Inn Lee - Lenox South

10/10 Excellent

"Very clean and comfortable. Some of the mechanicals are older but the rooms are quite fresh. Excellent location. Pretty good breakfast. Excellent value."

Courtyard by Marriott Kingston

10/10 Excellent

"I enjoyed my stay very much. It was very clean and very convenient. I have no complaints whatsoever"

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"