A misty forest landscape with a hill in the background.

Search Hotels with Pool in Craryville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Craryville Hotels with Pool

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 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 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.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

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.
฿5,968
฿6,684 total
includes taxes & fees
23 Sept - 24 Sept
Little Cat Lodge
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel room with two beds, a desk, a television, and a dresser.
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.

2. 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.
฿6,470
฿7,227 total
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.
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 hotel room with two beds, a desk, a TV, and a window with curtains.

3. 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.
฿4,421
฿4,938 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A building with a porch and multiple windows, surrounded by purple flowers.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
฿3,889
฿4,994 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
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 bed, a chair, and a table by a large window overlooking a lake.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.

5. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
฿10,946
฿13,343 total
includes taxes & fees
23 Sept - 24 Sept
Prospect Berkshires
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
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 restaurant with long tables, chairs, and a brick wall.
A bar area with wooden beams, a bar counter, and stools.

6. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
฿6,708
฿9,083 total
includes taxes & fees
23 Sept - 24 Sept
Pocketbook Hotel and Bath
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 residential garden with a pathway leading to a house.
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.

7. The Amelia

The Amelia
Hudson
  • Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.
฿9,896
฿11,183 total
includes taxes & fees
27 Sept - 28 Sept
The Amelia
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.

8. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
฿4,620
฿5,174 total
includes taxes & fees
24 Sept - 25 Sept
Howard Johnson by Wyndham Saugerties
A backyard with a swimming pool, lounge chairs, and a hot tub.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A bar with wooden floors and shelves filled with bottles.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
฿5,236
฿7,499 total
includes taxes & fees
30 Sept - 1 Oct
The Red Lion Inn
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

10. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
฿5,184
฿5,806 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Kingston
View all properties

Choose what matters most at hotels with a pool in Craryville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Craryville Hotel Reviews

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"The hotel was very clean, up to date, and the staff was friendly."
Mary 2-night trip
Posted 6 hours ago
Hampton Inn Kingston
The Red Lion Inn

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."
Gerald 1-night trip
Posted 15 hours ago
The Red Lion Inn
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Clean but the bed is ROCK hard..."
Heather 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties

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: Provides 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.

Explore a world of travel with Expedia