Hotels with Swimming Pool in North Canaan, Connecticut

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Our top choices for North Canaan hotels with a pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (185 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is P9,603
P11,043 total
includes taxes & fees
Jun 10 - Jun 11
Blackberry River Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is P9,325
P13,172 total
includes taxes & fees
Jun 16 - Jun 17
The Red Lion Inn

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, (768 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is P8,696
P9,714 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is P5,427
P6,062 total
includes taxes & fees
Jun 7 - Jun 8
The Little Lion

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
9.2 out of 10, Wonderful, (904 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is P7,160
P9,204 total
includes taxes & fees
Jun 17 - Jun 18
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is P9,381
P10,506 total
includes taxes & fees
Jun 4 - Jun 5
Little Cat Lodge

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is P14,900
P17,135 total
includes taxes & fees
Jun 15 - Jun 16
The Litchfield Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
The price is P6,784
P7,578 total
includes taxes & fees
Jun 8 - Jun 9
Sunset Inn

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, (782 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is P12,005
P13,410 total
includes taxes & fees
Jun 10 - Jun 11
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (164 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
The price is P13,405
P15,416 total
includes taxes & fees
Jun 4 - Jun 5
Cornwall Inn and Lodge
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.

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

Top North Canaan Hotel Reviews

Frequently asked questions

What are some accommodations with pools in North Canaan?
Locust Tree Bed and Breakfast LLC: Offers cooked-to-order, a seasonal outdoor pool, and free self parking. Blackberry River Inn: Provides 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in North Canaan?
The picturesque setting of Housatonic River and Edith Scoville Memorial Sanctuary showcase the area's natural beauty. During your stay, check out sights such as C H Pease Museum, Campbell Falls State Park, and Lawrence Field.
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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