Find Hotels with a Pool in Craryville, NY

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Top Craryville Hotels with a Pool

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
  • Pool loungers
9.2 out of 10, Wonderful, (110)
Seasonal swimming awaits at this luxury bed & breakfast, where summer days unfold between pool loungers and excellent breakfasts. Adventure seekers can enjoy kayaking, mountain biking, and horseback riding before returning to individually furnished rooms.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

4.0 star property
Great Barrington
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (90)
Refreshing waters beckon from the seasonal outdoor pool, open May through August amid lush garden grounds. After swimming, guests savor fantastic meals at the acclaimed on-site American restaurant, which offers breakfast, lunch, and dinner in an upscale setting.
The Old Inn On The Green
Outdoor pool
Brook Farm Inn

Brook Farm Inn

3.5 star property
Lenox
  • Outdoor pool
  • Poolside bar
9.4 out of 10, Exceptional, (162)
Poolside cocktails enhance summer swims at this tranquil Berkshires retreat. Guests savor exceptional made-to-order breakfasts before relaxing in spacious, fireplace-equipped rooms. Nearby Tanglewood and hiking trails complete perfect seasonal getaways.
Brook Farm Inn
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (14)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
Prospect Berkshires
Seasonal outdoor pool
Four Seasons Motel

Four Seasons Motel

2.0 star property
Catskill
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
8.2 out of 10, Very Good, (204)
Sparkling waters welcome guests at the seasonal outdoor pool, open from May through September. Surrounded by mountains, this motel offers pristine rooms with refrigerators and microwaves, plus convenient barbecue grills and a playground for family fun.
Four Seasons Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Amelia

The Amelia

2.0 star property
Hudson
  • Pool loungers
9.8 out of 10, Exceptional, (25)
Poolside relaxation awaits at this charming retreat's seasonal summer oasis, open from May through October. Guests appreciate thoughtful touches like premium bedding, designer toiletries, and garden views before unwinding beneath pool umbrellas.
The Amelia
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Red Ranch Motel

Red Ranch Motel

2.5 star property
Catskill
  • Pool loungers
7.2 out of 10, Good, (484)
Seasonal outdoor pool delivers family fun with a dedicated children's pool surrounded by comfortable sun loungers and shady umbrellas. Arcade games, playground access, and billiards provide additional entertainment at this well-maintained Hudson Valley motel.
$107 nightly
The price is $115
23 Nov - 24 Nov
Total with taxes and fees
Red Ranch Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cribs
8.6 out of 10, Excellent, (544)
Aquatic adventures beckon with access to a nearby outdoor pool, complementing garden strolls at this cozy Berkshire motel. Nestled close to Norman Rockwell Museum and Ski Butternut, guests praise the helpful staff and comfortable accommodations.
The Little Lion
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (64)
Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.
Little Cat Lodge
Outdoor pool, sun loungers
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
  • Outdoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (133)
Surrounded by loungers for sun-soaked relaxation, the serene outdoor pool creates a perfect countryside escape. Guests savor complimentary gourmet breakfasts before exploring nearby hiking trails or enjoying a therapeutic massage at this charming B&B.
Devonfield Inn B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Craryville Hotel Reviews

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Wonderful staff! It was a pleasure."
Susan 3-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

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Frequently asked questions

What are some accommodations with pools in Craryville?
Beekman Arms Hotel: Features 3 restaurants, an outdoor pool, and spa services. AutoCamp Catskills: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Residence Inn by Marriott Kingston: Provides a snack bar/deli, an indoor pool, and buffet. The Black Swan Lee - Lenox, an Ascend Collection Hotel: Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn: Features a snack bar/deli, 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, check out 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 into account the local weather in Craryville can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Craryville are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.