Hotels with Swimming Pool in North Canaan, Connecticut

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Check availability on North Canaan Hotels with Swimming Pool

Tonight
Apr 19 - Apr 20
Tomorrow
Apr 20 - Apr 21
Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3

Our top choices for North Canaan hotels with a pool

Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is P9,351
P10,754 total
includes taxes & fees
Apr 22 - Apr 23
Blackberry River Inn
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (755 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is P6,126
P6,842 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is P6,606
P7,379 total
includes taxes & fees
Apr 20 - Apr 21
The Little Lion
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P8,216
P11,860 total
includes taxes & fees
Apr 30 - May 1
The Red Lion Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
The price is P6,306
P7,044 total
includes taxes & fees
Apr 20 - Apr 21
Sunset Inn
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (777 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is P9,129
P10,197 total
includes taxes & fees
Apr 23 - Apr 24
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (75 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is P9,135
P10,231 total
includes taxes & fees
Apr 20 - Apr 21
Little Cat Lodge
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (873 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is P6,756
P8,721 total
includes taxes & fees
Apr 22 - Apr 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (981 reviews)
The price is P16,151
P18,573 total
includes taxes & fees
Apr 20 - Apr 21
The Litchfield Inn
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (24 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is P18,918
P23,144 total
includes taxes & fees
Apr 20 - Apr 21
Prospect Berkshires
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.
View all properties

Choose what matters most at hotels with a pool in North Canaan

Breakfast included
4 stars

Top North Canaan Hotel Reviews

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

6/10 Okay
"Really low budget. Bed was clean and comfortable. Rooms were sparse, dated and oddly shaped, such as a large space with one armchair against the far wall in a corner. Staff was nice and accommodating. Breakfast was okay with the basics."
Kieran 1-night trip
Posted 4 days ago
Americas Best Value Inn Torrington CT

Frequently asked questions

What are some accommodations with pools in North Canaan?
Blackberry River Inn: Features cooked-to-order, a seasonal outdoor pool, and free self parking. Locust Tree Bed and Breakfast LLC: Hotel located near National Shrine of the Divine Mercy. Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Features buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in North Canaan?
Spend some time experiencing the great outdoors at Housatonic River. During your stay, check out sights such as C H Pease Museum, North Canaan Town Hall, and Land of Nod Vineyard and Winery.
When is the best time to book a hotel with a pool in North Canaan?
Taking into account the local weather in North Canaan is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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