Hotels with Pool & Resorts in North Canaan from AU$152

  • 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 North Canaan Hotels with Pool

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, (170 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AU$221
includes taxes & fees
2 Apr - 3 Apr
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, (744 reviews)
"Simple and clean hotel"
United States
Vitor
The price is AU$171
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is AU$275
includes taxes & fees
7 Apr - 8 Apr
The Red Lion Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is AU$174
includes taxes & fees
26 Mar - 27 Mar
The Little Lion
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (21 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is AU$418
includes taxes & fees
15 Mar - 16 Mar
Prospect Berkshires
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (74 reviews)
"Nice rooms, very clean place"
United States
Padgett
Little Cat Lodge
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is AU$152
includes taxes & fees
15 Mar - 16 Mar
Sunset Inn
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
9.0 out of 10, Wonderful, (854 reviews)
"Room was awesome and very clean "
United States
Ryanashley
The price is AU$205
includes taxes & fees
26 Mar - 27 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Seasonal outdoor pool

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (287 reviews)
"The restaurant, food and wait staff were fab!!! "
United States
Jacqueline
The price is AU$291
includes taxes & fees
25 Mar - 26 Mar
Interlaken Inn & Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (157 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is AU$344
includes taxes & fees
15 Mar - 16 Mar
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.
View all properties

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

Breakfast included
4 stars

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top North Canaan Hotel Reviews

Interlaken Inn & Resort

Interlaken Inn & Resort

10/10 Excellent
"The bar (bartender) was very enjoyable! Dinner was excellent. "
Lisa 1-night trip
Posted 2 days ago
Interlaken Inn & Resort

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 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features a full-service spa, a seasonal outdoor pool and 3 outdoor tennis courts.
What is there to see and do in North Canaan?
Spend some time experiencing the great outdoors at Housatonic River. During your stay, visit sights such as Campbell Falls State Park, Lawrence Field and Edith Scoville Memorial Sanctuary.
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.