Hotels with Swimming Pools in North Canaan

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Check availability on North Canaan Hotels with Swimming Pools

Tonight
7 Nov - 8 Nov
Tomorrow
8 Nov - 9 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top Hotels with Swimming Pools in North Canaan

Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (155)
Dive into summer bliss at the seasonal outdoor pool, open June through September, after enjoying the complimentary cooked-to-order breakfast. Surrounded by quiet countryside, this bed & breakfast offers fireplace warmth, picnic areas, and attentive service from helpful staff.
The price is S$237
includes taxes & fees
18 Nov - 19 Nov
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
  • Indoor pool
8.8 out of 10, Excellent, (690)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energises adventures in Great Barrington's vibrant surroundings.
The price is S$149
includes taxes & fees
16 Nov - 17 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
Egremont
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (13)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
The price is S$370
includes taxes & fees
9 Nov - 10 Nov
Prospect Berkshires
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (63)
Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.
Little Cat Lodge
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
  • 2 outdoor pools
  • 2 indoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (779)
Swimming enthusiasts rejoice at this four-pool paradise nestled in the Berkshires. Families appreciate the well-maintained waters complemented by sun loungers, umbrellas, and refreshing poolside drinks, creating memorable mountain getaways year-round.
The price is S$184
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
  • Near the beach
7.6 out of 10, Good, (409)
Mountain recreation surrounds this quiet getaway featuring a refreshing seasonal pool open from August. After swimming, guests appreciate clean, comfortable rooms with mini fridges before exploring nearby skiing and hiking trails.
The price is S$126
includes taxes & fees
2 Dec - 3 Dec
Sunset Inn
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1002)
Sparkling waters invite refreshment at the outdoor pool, complemented by a rejuvenating hot tub that remains open year-round. Beyond aquatic pleasures, this historic hotel enchants with excellent dining, tasteful accommodation, and friendly service.
The price is S$264
includes taxes & fees
12 Nov - 13 Nov
The Red Lion Inn
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cots
8.6 out of 10, Excellent, (543)
Aquatic adventures beckon with access to a nearby outdoor pool, complementing garden strolls at this cosy Berkshire motel. Nestled close to Norman Rockwell Museum and Ski Butternut, guests praise the helpful staff and comfortable accommodation.
The price is S$188
includes taxes & fees
20 Nov - 21 Nov
The Little Lion
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
  • Indoor pool
9.4 out of 10, Exceptional, (751)
Splashing fun awaits in the pristine indoor swimming pool, complemented by a relaxing hot tub for post-adventure recovery. Families particularly appreciate these well-maintained aquatic amenities alongside the hotel's spotlessly clean rooms and friendly staff.
The price is S$208
includes taxes & fees
20 Nov - 21 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
Cornwall Bridge
  • Pool loungers
9.2 out of 10, Wonderful, (153)
Pool enthusiasts discover a tranquil outdoor swimming sanctuary from May through September, complete with sun loungers under shady umbrellas. Surrounded by garden views and within reach of Kent Falls State Park, this clean, comfortable inn delivers homemade breakfast daily.
The price is S$298
includes taxes & fees
8 Nov - 9 Nov
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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Top North Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"I love the ambience - historic and comfortable and excellent food. "
Nancy 1-night trip
Posted 2 days ago
The Red Lion Inn

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Frequently asked questions

What are some accommodation options with pools in North Canaan?
Blackberry River Inn: Features cooked-to-order, a seasonal outdoor pool and free self parking. Locust Tree Bed and Breakfast LLC: Features 3 restaurants, an outdoor pool and spa services. Quality Inn: Offers 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers full, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in North Canaan?
Spend some time experiencing the great outdoors at Housatonic River. During your stay, visit sights such as Campbell Falls State Park, North Canaan Town Hall and Land of Nod Vineyard and Winery.
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.