Search Hotels with Pool in Canaan

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Check availability on Canaan Hotels with Pool

Tonight
1 Nov - 2 Nov
Tomorrow
2 Nov - 3 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Canaan Hotels with Pool

Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
  • Indoor pool
8.8 out of 10, Excellent, (684)
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 ฿3,459
฿3,864 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion
The Little Lion
3.0 star property
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cots
8.6 out of 10, Excellent, (541)
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 ฿4,171
฿4,659 total
includes taxes & fees
2 Nov - 3 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
  • Indoor pool
9.4 out of 10, Exceptional, (747)
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 ฿4,623
฿5,164 total
includes taxes & fees
6 Nov - 7 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool
Blackberry River Inn
Blackberry River Inn
3.0 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (151)
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 ฿5,313
฿6,110 total
includes taxes & fees
3 Nov - 4 Nov
Blackberry River Inn
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
  • 2 outdoor pools
  • 2 indoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (773)
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 ฿3,783
฿4,677 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1025)
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 ฿4,817
฿6,825 total
includes taxes & fees
13 Nov - 14 Nov
The Red Lion Inn
Seasonal outdoor pool
Little Cat Lodge
Little Cat Lodge
2.0 star property
  • 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
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires
Prospect Berkshires
3.0 star property
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (12)
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 ฿8,589
฿10,678 total
includes taxes & fees
9 Nov - 10 Nov
Prospect Berkshires
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
  • Near the beach
7.6 out of 10, Good, (408)
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 ฿2,910
฿3,250 total
includes taxes & fees
4 Nov - 5 Nov
Sunset Inn
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
  • Pool loungers
9.2 out of 10, Wonderful, (151)
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 ฿6,434
฿7,399 total
includes taxes & fees
3 Nov - 4 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 Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a historical hotel and indeed the history is fabulous, everything appears like it did in 1773. Trouble is the rooms are also like this and the beds felt like they were 200 years old - so very uncomfortable. All part of the experience. Our room faced the street and I was surprised how much traffic noise kept me up until late at night, next time I will request a room facing inward. Not enough staff at the bar and dining during peak weekends, took forever just to get a cup of hot chocolate for the kids. But, very quaint, beautiful, that Main Street is just classic. "
Jane 2-night trip
Posted 11 days ago
The Red Lion Inn
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

10/10 Excellent
"Excellent parking."
Wesley 2-night trip
Posted 11 days ago
Americas Best Value Inn Torrington CT

Frequently asked questions

What are some accommodation options with pools in Canaan?
Quality Inn: Offers 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Provides 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. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features cooked-to-order, a seasonal outdoor pool and free self parking. Americas Best Value Inn Torrington CT: Features full, an indoor pool and complimentary high-speed (wired) Internet access.
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, visit sights such as Campbell Falls State Park, North Canaan Town Hall and Lawrence Field.
When is the best time to book a hotel with a pool in Canaan?
Taking the local weather in 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 Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.