Red bridge over the Housatonic River

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Check availability on Canaan Hotels with a Pool

Our top choices for Canaan hotels with a pool

Outdoor pool, sun loungers

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is NT$4,776
NT$6,746 total
includes taxes & fees
Jul 1 - Jul 2
The Red Lion Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (569 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is NT$2,779
NT$3,105 total
includes taxes & fees
Jun 22 - Jun 23
The Little Lion
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (774 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is NT$4,706
NT$5,257 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Express Hotel & Suites Great Barrington 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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (913 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is NT$4,093
NT$5,190 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (84 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is NT$4,804
NT$5,381 total
includes taxes & fees
Jun 25 - Jun 26
Little Cat Lodge
M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is NT$4,918
NT$5,655 total
includes taxes & fees
Jun 22 - Jun 23
Blackberry River Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (416 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
The price is NT$3,127
NT$3,493 total
includes taxes & fees
Jul 6 - Jul 7
Sunset Inn
Seasonal outdoor pool

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is NT$8,584
NT$9,872 total
includes taxes & fees
Jun 21 - Jun 22
The Litchfield Inn
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (787 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is NT$6,285
NT$7,021 total
includes taxes & fees
Jun 25 - Jun 26
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
Cornwall Bridge
9.2 out of 10, Wonderful, (165 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
The price is NT$6,865
NT$7,895 total
includes taxes & fees
Jun 21 - Jun 22
Cornwall Inn and 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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Choose what matters most at hotels with a pool in Canaan

Breakfast included
4 stars

Top Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Our experience at the Red Lion Inn went beyond our expectations. The entire staff was most helpful, went above and beyond to make our stay enjoyable, and treated us as if we were the only guests staying there! The inn is magnificent and we felt we were staying in a museum! The accommodation was lovely and the dining room served gourmet food. We would love to go back. If you haven’t stayed there you are missing out on a great opportunity."
Marinus 2-night trip
Posted 3 hours ago
The Red Lion Inn

Frequently asked questions

What are some accommodations with pools in Canaan?
The Red Lion Inn: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool, and spa services. Quality Inn Great Barrington: Hotel located near National Shrine of the Divine Mercy. Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a sauna, an outdoor pool, and spa services. Days Inn by Wyndham Torrington: Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Quality Inn Lee - Lenox South: Features a sauna, a seasonal outdoor pool, and daily.
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, check out sights such as C H Pease Museum, North Canaan Town Hall, and Lawrence Field.
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.