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Find Hotels with a Pool in North Canaan, CT

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Check availability on North Canaan Hotels with a Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Our top choices for North Canaan hotels with a pool

An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
NT$6,053
NT$6,961 total
includes taxes & fees
Sep 20 - Sep 21
Blackberry River Inn
An indoor swimming pool with clear water, surrounded by chairs and tables, large windows, and a tiled floor.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern hotel lobby with seating areas, tables, and a reception desk.
A buffet with labeled containers for omelets and other dishes.

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
NT$3,664
NT$4,092 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A rectangular swimming pool with a metal ladder, surrounded by a black metal fence.
A wooden deck with a swing chair and a bench overlooking a lake.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.
A modern hotel room with a bed, sofa, leather chair, and a small table.

3. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
  • Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
NT$6,853
NT$7,881 total
includes taxes & fees
Sep 22 - Sep 23
Interlaken Inn & Resort
A large house with a balcony and a grassy yard.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.
A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

4. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
NT$3,584
NT$4,003 total
includes taxes & fees
Sep 20 - Sep 21
The Little Lion
A large indoor swimming pool with clear water, surrounded by walls with informational posters and a reception area with a 'Welcome' sign.
A serene riverside view with a stone bridge, reflecting trees and buildings.
A multi-story hotel with balconies, a pond with rocks, and a clear sky.
A living room with a sofa, armchair, coffee table, and a patterned rug.

5. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
NT$3,728
NT$4,786 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Club Vacations Oak 'n Spruce Resort
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A sign for Fairfield Inn & Suites by Marriott in a well-maintained grassy area with a large building in the background.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
NT$6,201
NT$6,927 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A backyard with a swimming pool, lounge chairs, and a hot tub.
A covered porch with wicker furniture and hanging flower baskets.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

7. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
NT$5,312
NT$7,520 total
includes taxes & fees
Sep 14 - Sep 15
The Red Lion Inn
A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A house with a stone patio and wooden stools.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

8. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
NT$7,025
NT$7,868 total
includes taxes & fees
Sep 7 - Sep 8
Little Cat Lodge
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

9. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
  • Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
NT$10,182
NT$12,287 total
includes taxes & fees
Sep 1 - Sep 2
The Old Inn On The Green
A swimming pool with a fenced area, lounge chairs, and a warning sign.
A covered corridor with a metal railing, white walls, and a view of a street with parked cars.
A hotel room with two beds, a chair, and a bedside table with a phone.
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

10. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
NT$3,441
NT$3,843 total
includes taxes & fees
Aug 26 - Aug 27
Sunset Inn
View all properties

Choose what matters most at hotels with a pool in North Canaan

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top North Canaan Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"We always stay here on our trips to and from Maine and New York, we love it. So appreciate the kind staff and the pool. Great and we’ll see you next time!"
Rebecca 1-night trip
Posted 7 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Only real challenge—getting on the hotel wifi was a frustrating challenge! And every time you left your room you had to get on again."
Judith 4-night trip
Posted 18 hours ago
Quality Inn Great Barrington
Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"This is a comfortable, clean hotel with a charming proprietor. Reasonably priced too. I highly recommend!"
Maya 1-night trip
Posted 19 hours ago
Monument Mountain Motel
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

10/10 Excellent
"All the staff members I met were cheerful & helpful. I asked for a ground floor room, upon arrival, got a very nice one at no extra charge. I was in the area for a music festival, plan on booking a stay again , next year."
Peter 2-night trip
Posted 5 days ago
Americas Best Value Inn Torrington CT

Frequently asked questions

What are some accommodations 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: Provides 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Quality Inn Great Barrington: Offers a sauna, a seasonal outdoor pool, and daily. Holiday Inn Club Vacations Oak 'n Spruce Resort: Features buffet, an indoor pool, and complimentary 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, check out sights such as Campbell Falls State Park, Land of Nod Vineyard and Winery, and Lawrence Field.
When is the best time to book a hotel with a pool in North Canaan?
Taking into account the local weather in North 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 North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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