Find Hotels with a Pool in Canaan, CT

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Canaan Hotels with a Pool

This weekend
Next weekend

Top Canaan Hotels with a Pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (698)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is AED 393
AED 439 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Express Hotel & Suites Great Barrington 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, (790)
"Place was great!"
United States
Benjamin
The price is AED 391
AED 488 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1003)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is AED 530
AED 757 total
includes taxes & fees
21 Dec - 22 Dec
The Red Lion Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (756)
"Clean room, very courteous staff "
United States
Thomas
The price is AED 555
AED 619 total
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (65)
"This is a very cute lodge, updated with a bit of vintage charm. Close to all the Berkshires must sees and nature hiking trails. "
United States
Kayla
Little Cat Lodge

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (14)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 936
AED 1,168 total
includes taxes & fees
9 Dec - 10 Dec
Prospect Berkshires

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (159)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 604
AED 694 total
includes taxes & fees
27 Nov - 28 Nov
Blackberry River Inn

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (544)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is AED 474
AED 529 total
includes taxes & fees
27 Nov - 28 Nov
The Little Lion

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is AED 807
AED 928 total
includes taxes & fees
9 Dec - 10 Dec
Interlaken Inn & Resort

Cornwall Inn and Lodge

3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (153)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is AED 777
AED 894 total
includes taxes & fees
27 Nov - 28 Nov
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels

Top Canaan Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Canaan?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Provides buffet, an indoor pool, and complimentary wired internet access. Americas Best Value Inn Torrington CT: Features full, an indoor pool, and complimentary wired internet access. Days Inn by Wyndham Torrington: Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts.
What is there to see and do in Canaan?
Spend some time experiencing the great outdoors at Housatonic River and Edith Scoville Memorial Sanctuary. During your stay, check out sights such as North Canaan Town Hall, Campbell Falls State Park, and Lawrence Field.
When is the best time to book a hotel with a pool in Canaan?
Taking into account the local weather in 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 Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.