Photo by Robin/Loving Life

Find Hotels with a Pool in Canaan, NY from CA $106

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Canaan Hotels with a Pool

Next weekend
In two weeks

Top Canaan Hotels with a Pool

Our top choices for Canaan hotels with a pool

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (61)
"I was pleasantly surprised to find this gem in the middle of town. Relatively inexpensive for the area. Clean rooms and property. Nice staff. Beautiful pool. Would definitely recommend "
The price is CA $143
CA $157 total
includes taxes & fees
Sep 2 - Sep 3
The Springs Motel

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (592)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is CA $131
CA $147 total
includes taxes & fees
Sep 11 - Sep 12
Huttopia Berkshires

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $109
CA $122 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (803)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is CA $117
CA $131 total
includes taxes & fees
Aug 25 - Aug 26
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (22)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $187
CA $209 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (864)
"Consistently a clean room with welcoming staff."
The price is CA $151
CA $168 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is CA $210
CA $235 total
includes taxes & fees
Sep 1 - Sep 2
Element Lenox Berkshires

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

3.5 star property
9.0 out of 10, Wonderful, (705)
"Pleasant stay"
The price is CA $127
CA $161 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great staff! Comfortable bed! "
The price is CA $199
CA $222 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox
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.

Top Canaan Hotel Reviews