Find Hotels with a Pool in Canaan, CT

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Check availability on Canaan Hotels with a Pool

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top Canaan Hotels with a 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💟☮️"
$164 nightly
The price is $189
Oct 8 - Oct 9
Total with taxes and fees
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."
$100 nightly
The price is $112
Oct 8 - Oct 9
Total with taxes and fees
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."
$107 nightly
The price is $120
Nov 3 - Nov 4
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
$179 nightly
The price is $200
Oct 8 - Oct 9
Total with taxes and fees
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 "
$129 nightly
The price is $144
Nov 2 - Nov 3
Total with taxes and fees
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. "
$199 nightly
The price is $229
Nov 1 - Nov 2
Total with taxes and fees
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. "
$290 nightly
The price is $324
Nov 4 - Nov 5
Total with taxes and fees
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."
$129 nightly
The price is $144
Nov 2 - Nov 3
Total with taxes and fees
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."
$143 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
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."
$180 nightly
The price is $202
Nov 6 - Nov 7
Total with taxes and fees
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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Bed and pillows were amazing. We slept like babies. So quiet too. Staff always attentive and kind. We will definitely be back. "
Robert 1-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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.

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