A misty forest landscape with a hill in the background.

Search Hotels with Swimming 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 Swimming Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Craryville hotels with a pool

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 room with two beds, a desk, a television, and a dresser.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

1. 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.
₹13,622
₹15,216 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A poolside area with lounge chairs and blue umbrellas, surrounded by 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.
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.

2. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
₹13,574
₹15,203 total
includes taxes & fees
24 Nov - 25 Nov
Little Cat Lodge
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 bar with a variety of food options including cereal, fruit, and yogurt.
A modern bathroom with a large mirror, a sink, and a shower.

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.
₹8,534
₹9,533 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A poolside area with lounge chairs and a pool.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.
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.
₹23,417
₹29,338 total
includes taxes & fees
9 Nov - 10 Nov
Prospect Berkshires
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 room with leather seating, large windows, and exposed brick walls.
A bar area with wooden beams, a bar counter, and stools.

5. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
₹22,217
₹29,396 total
includes taxes & fees
17 Nov - 18 Nov
Pocketbook Hotel and Bath
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and flowers.
A residential garden with a pathway leading to a house.
A residential property with a swimming pool, a covered patio area, and a well-maintained lawn.
A circular outdoor fire pit with a metal rim, surrounded by gravel.

6. The Amelia

The Amelia
Hudson
  • Seasonal outdoor oasis awaits at The Amelia with loungers and umbrellas for perfect poolside relaxation.
₹25,895
₹29,261 total
includes taxes & fees
24 Nov - 25 Nov
The Amelia
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 covered porch with wicker furniture and hanging flower baskets.
A bar with wooden floors and shelves filled with bottles.

7. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
₹14,955
₹21,422 total
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.
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 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.
₹11,095
₹14,247 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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 sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

9. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
₹9,815
₹10,963 total
includes taxes & fees
26 Oct - 27 Oct
The Little Lion
An indoor swimming pool with lounge chairs and a sunbed area.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.
An outdoor patio with a fire pit, seating, and a building in the background.
A hotel room with two beds, a desk, a chair, and a large window with curtains.

10. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
  • Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.
₹11,217
₹12,564 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott 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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I had a room that overlooked the water and the views never got old. Lounging on the balcony, or sitting at the small table in my room was perfect to relax. I also enjoyed the jetted tub in my room. The Indian restaurant at the Inn is fantastic. The Inn is older, but well maintained and staff was very pleasant and accommodating."
Valerie 2-night trip
Posted 10 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Clean large room. Nice bathroom Walling distance to downtown and many restaurant options."
Denise 1-night trip
Posted 21 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"
carole 1-night trip
Posted 1 day ago
The Red Lion Inn
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The room was clean & the bed was comfortable. The area is very safe. They didn't have breakfast, just coffee. I will definitely stay here again."
Joan 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Location"
Mahesh 2-night trip
Posted 2 days ago
Hampton Inn Kingston
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Almost Everything is so top notch at this property. The staff is particularly wonderful and helpful. But the pool has been "broken" for the 3rd year (we stay every October)."
Kathy Reilly 5-night trip
Posted 2 days ago
Residence Inn by Marriott Kingston

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.

Explore a world of travel with Expedia