Hotels with Swimming Pool in Canaan, Connecticut

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Check availability on Canaan Hotels with Swimming Pool

Tonight
Feb 23 - Feb 24
Tomorrow
Feb 24 - Feb 25
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Canaan hotels with a pool

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, (737 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is P6,002
P6,704 total
includes taxes & fees
Mar 1 - Mar 2
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, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is P6,397
P7,146 total
includes taxes & fees
Feb 24 - Feb 25
The Little Lion
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, (843 reviews)
"Great overnights stay, wish I was here longer "
United States
Thomas
The price is P5,444
P7,217 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is P9,369
P13,064 total
includes taxes & fees
Feb 26 - Feb 27
The Red Lion Inn
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (20 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is P11,399
P14,681 total
includes taxes & fees
Mar 9 - Mar 10
Prospect Berkshires
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 P5,525
P6,171 total
includes taxes & fees
Feb 24 - Feb 25
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, (767 reviews)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is P9,363
P10,459 total
includes taxes & fees
Mar 1 - Mar 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (169 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is P9,055
P10,413 total
includes taxes & fees
Feb 24 - Feb 25
Blackberry River Inn
Outdoor pool

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is P13,888
P16,289 total
includes taxes & fees
Feb 24 - Feb 25
The Inn at Stockbridge
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 P12,306
P14,152 total
includes taxes & fees
Feb 26 - Feb 27
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 Canaan

Breakfast included
4 stars

Top Canaan Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Clean, breakfast was a nice option before heading to Butternut mountain nearby "
Kristin 1-night trip
Posted 3 days ago
Quality Inn

Frequently asked questions

What are some accommodations with pools in Canaan?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Quality Inn Great Barrington: Provides 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Features a sauna, an outdoor pool, and spa services. Prospect Berkshires: Offers buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features full, an indoor pool, and complimentary wired internet access.
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 Campbell Falls State Park, Lawrence Field, and Connecticut Railroad Historical Museum.
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.

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