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Hotels with Swimming Pool in Canaan, New York

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Check availability on Canaan Hotels with Swimming Pool

Tonight
Jul 4 - Jul 5
Tomorrow
Jul 5 - Jul 6
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Canaan Hotels with Swimming Pool

The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is P16,314
P19,686 total
includes taxes & fees
Jul 7 - Jul 8
The Old Inn On The Green
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (385)
"No frills but it was a great stay!"
The price is P5,344
P5,970 total
includes taxes & fees
Jul 10 - Jul 11
Sunset Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (664)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is P8,902
P10,731 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The price is P15,569
P17,390 total
includes taxes & fees
Jul 5 - Jul 6
The Ponds at Foxhollow
Holiday Inn Express & Suites Pittsfield - Berkshires
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is P8,559
P9,561 total
includes taxes & fees
Jul 8 - Jul 9
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is P12,638
P14,117 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Garden Inn Lenox Pittsfield
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (747)
"Was great loved the jacuzzi tub "
The price is P5,569
P6,221 total
includes taxes & fees
Jul 6 - Jul 7
Howard Johnson by Wyndham Lenox
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Everyone was very nice to us! "
The price is P11,428
P12,765 total
includes taxes & fees
Jul 13 - Jul 14
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.

Frequently asked questions

What are some hotels with pools in Canaan?
Vacation Village in the Berkshires: Features a children's pool, an indoor pool, and free self parking. Quality Inn: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Howard Johnson by Wyndham Lenox: Features a health club, an indoor pool, and complimentary wired internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features a seasonal outdoor pool, an indoor pool, and buffet.
What is there to see and do in Canaan?
The picturesque setting of Queechy Lake showcases the area's natural beauty. During your stay, check out sights such as Hollow FIelds Reserve, Hand Hollow State Forest, and Bates Memorial State Park.
When is the best time to book a hotel with a pool in Canaan?
Taking into account the local weather in Canaan can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.