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Check availability on North Canaan Hotels with Pool

Our top choices for North Canaan hotels with a pool

M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ฿5,098
฿5,863 total
includes taxes & fees
21 Jun - 22 Jun
Blackberry River Inn
Outdoor pool, pool loungers

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 ฿4,951
฿6,993 total
includes taxes & fees
1 Jul - 2 Jul
The Red Lion 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, (773 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is ฿4,879
฿5,450 total
includes taxes & fees
29 Jun - 30 Jun
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, (569 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is ฿2,882
฿3,219 total
includes taxes & fees
21 Jun - 22 Jun
The Little Lion
Outdoor pool

Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (1 review)
The price is ฿17,830
฿21,480 total
includes taxes & fees
19 Jul - 20 Jul
Troutbeck
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (83 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is ฿4,981
฿5,578 total
includes taxes & fees
21 Jun - 22 Jun
Little Cat Lodge
2 indoor pools, 2 outdoor pools, pool umbrellas, pool 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
9.2 out of 10, Wonderful, (911 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is ฿3,949
฿5,051 total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Seasonal outdoor pool

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is ฿8,900
฿10,235 total
includes taxes & fees
21 Jun - 22 Jun
The Litchfield Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (416 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
The price is ฿3,602
฿4,023 total
includes taxes & fees
6 Jul - 7 Jul
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, (786 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is ฿6,054
฿6,762 total
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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.
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Choose what matters most at hotels with a pool in North Canaan

Breakfast included
4 stars

Top North Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"We thought we were booking a room at the Inn and expected to eat in the restaurant after a long day of travel. Our room was actually around the corner in an old house. ?We were underdressed for the restaurant (jeans, sneakers, decent shirts) and ate in the pub in the basement."
Doug 1-night trip
Posted 2 days ago
The Red Lion Inn

Frequently asked questions

What are some accommodation options 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: Provides 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Quality Inn Great Barrington: Provides a full-service spa, a seasonal outdoor pool 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 high-speed (wired) Internet access.
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, visit sights such as Campbell Falls State Park, Lawrence Field and Connecticut Railroad Historical Museum.
When is the best time to book a hotel with a pool in North Canaan?
Taking the local weather in North Canaan into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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 North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.