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Hotels with Swimming Pools in North Canaan

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Check availability on North Canaan Hotels with Swimming Pools

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for North Canaan hotels with a pool

Desk, laptop workspace, iron/ironing board, free cots/infant beds

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (573 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is S$162
includes taxes & fees
7 Jul - 8 Jul
The Little Lion
Meeting facility

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is S$306
includes taxes & fees
9 Jul - 10 Jul
The Red Lion Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (418 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
The price is S$153
includes taxes & fees
6 Jul - 7 Jul
Sunset Inn
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (91 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is S$220
includes taxes & fees
7 Jul - 8 Jul
Little Cat Lodge
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is S$202
includes taxes & fees
5 Jul - 6 Jul
Blackberry River Inn
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, (782 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is S$238
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 S$323
includes taxes & fees
8 Jul - 9 Jul
Cornwall Inn and Lodge
Seasonal outdoor pool

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,000 reviews)
The price is S$389
includes taxes & fees
13 Jul - 14 Jul
The Litchfield Inn
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (32 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is S$518
includes taxes & fees
9 Jul - 10 Jul
Prospect Berkshires
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
South Lee
9.2 out of 10, Wonderful, (922 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is S$264
includes taxes & fees
8 Jul - 9 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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 North Canaan

Breakfast included
4 stars

Top North Canaan Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The rooms were clean and it is a good location for several restaurants. The staff was very friendly and helpful. When I realized there was no pool, the person at the desk told me of a pool about two miles away. We got a pass for our grandson and he had a great time."
Rosanna 1-night trip
Posted 17 hours ago
Quality Inn Great Barrington

Frequently asked questions

What are some accommodation options with pools in North Canaan?
Locust Tree Bed and Breakfast LLC: Offers cooked-to-order, a seasonal outdoor pool and free self parking. Blackberry River Inn: Provides 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Quality Inn Great Barrington: Features a full-service spa, a seasonal outdoor pool and 3 outdoor tennis courts.
What is there to see and do in North Canaan?
The picturesque setting of Housatonic River and Edith Scoville Memorial Sanctuary showcase the area's natural beauty. During your stay, visit sights such as Bartholomew's Cobble, Lawrence Field and Connecticut Railroad Historical Museum.
When is the best time to book a hotel with a pool in North Canaan?
Taking the local weather in North 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 North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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