Canaan Hotel Guide - Hotels with Pool in Canaan, Connecticut

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Check availability on Canaan Hotels with Pool

Top Canaan Hotels with 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
8.8 out of 10, Excellent, (675)
"Great place to have a girls night for old friends when one of us is back in town for a night. Very convenient place well kept. "
The price is €99
includes taxes & fees
5 Nov - 6 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires
Prospect Berkshires
3.0 star property
9.0 out of 10, Wonderful, (8)
"Gorgeous thoughtfully designed cabins with so many amenities/activities. Cliff house restaurant was delicious. Perfect getaway. "
The price is €310
includes taxes & fees
2 Nov - 3 Nov
Prospect Berkshires
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1010)
"Picture perfect Inn"
The price is €182
includes taxes & fees
6 Nov - 7 Nov
The Red Lion 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
9.0 out of 10, Wonderful, (757)
"Lovely spot, great accommodations, friendly staff, and great location."
The price is €124
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion
The Little Lion
3.0 star property
8.6 out of 10, Excellent, (538)
"Comfy, quiet, and clean "
The price is €124
includes taxes & fees
2 Nov - 3 Nov
The Little Lion
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
7.6 out of 10, Good, (407)
"That can be reserved at any time"
The price is €95
includes taxes & fees
2 Nov - 3 Nov
Sunset Inn
Seasonal outdoor pool
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (146)
"A wonderful facility, lovely breakfast and way way more than you would expect in every catagory."
The price is €163
includes taxes & fees
20 Oct - 21 Oct
Blackberry River Inn
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (743)
"The property is very nice and the staff was extremely friendly and helpful."
The price is €138
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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
9.2 out of 10, Wonderful, (149)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
The price is €197
includes taxes & fees
1 Nov - 2 Nov
Cornwall Inn and Lodge
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat 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.
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Top Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 3 days ago
The Red Lion Inn

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Frequently asked questions

What are some accommodation options with pools in Canaan?
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features 2 indoor swimming pools, 2 outdoor swimming 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 high-speed (wired) Internet access. The Litchfield Inn: Features full, an indoor pool and complimentary high-speed (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 Edith Scoville Memorial Sanctuary. During your stay, visit sights such as Campbell Falls State Park, North Canaan Town Hall and Lawrence Field.
When is the best time to book a hotel with a pool in Canaan?
Taking the local weather in 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 Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.