Hotels with Swimming Pool in Canaan, Connecticut

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Check availability on Canaan Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top Canaan Hotels with Swimming Pool

Blackberry River Inn
Seasonal outdoor pool

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (140)
"Loved everything especially Lucas and Joe💟☮️"
The price is P9,511
P10,938 total
includes taxes & fees
Oct 8 - Oct 9
Blackberry River Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (406)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
The price is P5,208
P5,818 total
includes taxes & fees
Oct 8 - Oct 9
Sunset Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (669)
"Very comfortable and safe."
The price is P6,477
P7,235 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat Lodge
The Little Lion
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (534)
"Comfy, quiet, and clean "
The price is P7,465
P8,339 total
includes taxes & fees
Nov 2 - Nov 3
The Little Lion
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (147)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
The price is P11,516
P13,244 total
includes taxes & fees
Nov 1 - Nov 2
Cornwall Inn and Lodge
Prospect Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (7)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is P16,927
P20,847 total
includes taxes & fees
Nov 2 - Nov 3
Prospect Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (749)
"The lodging was convenient to all the area attractions."
The price is P6,719
P8,313 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (742)
"The property is very nice and the staff was extremely friendly and helpful."
The price is P8,275
P9,244 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1006)
"great place have stayed several times, and hope to return."
The price is P8,694
P12,318 total
includes taxes & fees
Nov 6 - Nov 7
The Red Lion Inn
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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Top Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 6 days ago
The Red Lion Inn

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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. The Red Lion Inn: Offers 3 restaurants, an outdoor pool, and spa services. Quality Inn: Offers buffet, an indoor pool, and complimentary wired internet access. The Litchfield Inn: Features full, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers cooked-to-order, a seasonal outdoor pool, and free self parking.
What is there to see and do in Canaan?
Spend some time experiencing the great outdoors at Housatonic River and Beckley Furnace Industrial Park. During your stay, check out sights such as Campbell Falls State Park, North Canaan Town Hall, and Edith Scoville Memorial Sanctuary.
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.