A misty forest landscape with a hill in the background.

Craryville Hotel Guide - Hotels with Pool in Craryville, New York

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Check availability on Craryville Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Craryville hotels with a pool

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.
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 cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

1. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
€153
includes taxes & fees
2 Nov - 3 Nov
Little Cat Lodge
An indoor swimming pool with clear lane markings, a poolside area with lounge chairs, and large windows allowing natural light.
A modern bathroom with a large mirror, a sink, and a shower.
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.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
€83
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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.
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 hotel room with two beds, a desk, a television, and a dresser.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
€144
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A poolside area with lounge chairs and a pool.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

4. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
€314
includes taxes & fees
10 Nov - 11 Nov
Prospect Berkshires
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A bar area with wooden beams, a bar counter, and stools.
A spacious room with leather seating, large windows, and exposed brick walls.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

5. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
€286
includes taxes & fees
3 Nov - 4 Nov
Pocketbook Hotel and Bath
A large house with a balcony and a grassy yard.
A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.
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.

6. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
€104
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
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 brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

7. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
€202
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

8. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
€135
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and flowers.
A circular outdoor fire pit with a metal rim, surrounded by gravel.
A modern kitchen with white cabinetry, a built-in oven, and a coffee machine. There are shelves with glassware and a window providing natural light.
A residential property with a swimming pool, a covered patio area, and a well-maintained lawn.

9. The Amelia

The Amelia
Hudson
  • Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.
€291
includes taxes & fees
9 Nov - 10 Nov
The Amelia
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.
A two-story house with a well-lit entrance, a paved driveway, and a lawn with a stone pathway.
A house with a stone pathway leading to a door, surrounded by greenery and trees.
A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a table and chairs.

10. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
€350
includes taxes & fees
14 Oct - 15 Oct
Hudson NY’S Country Serenity Guest Suite.
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Choose what matters most at hotels with a pool in Craryville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Craryville Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Beds were comfortable, room was clean, train was not often"
Patricia 3-night trip
Posted 22 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

8/10 Good
"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."
Patricia 1-night trip
Posted 1 day ago
The Red Lion Inn
Interlaken Inn & Resort

Interlaken Inn & Resort

10/10 Excellent
"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."
Suzanne 5-night trip
Posted 12 days ago
Interlaken Inn & Resort

Frequently asked questions

What are some accommodation options with pools in Craryville?
Beekman Arms and Delamater Inn: Features a steam room, 3 indoor swimming pools and spa services. Quality Inn Great Barrington: Offers a snack bar/deli, an indoor pool and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Pocketbook Hotel and Bath: Provides 3 restaurants, an outdoor pool and spa services. Courtyard by Marriott Kingston: Offers a sauna, an indoor pool and free self parking.
What is there to see and do in Craryville?
The picturesque setting of Copake Lake showcases the area's natural beauty. During your stay, visit sights such as Catamount Aerial Adventure Park, Catamount Ski Area and Bash Bish Falls State Park.
When is the best time to book a hotel with a pool in Craryville?
Taking the local weather in Craryville into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Craryville are January, March, February and November, with each month seeing an average of 18 cm of snowfall.