A river flanked by autumn-colored trees and residential areas.

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Check availability on Housatonic Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Housatonic hotels with a pool

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel room with two beds, a desk, a television, and a dresser.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

1. 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.
₹13,638
₹15,234 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.
A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

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.
₹8,545
₹9,545 total
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
A bar with wooden floors and shelves filled with bottles.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.

3. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
₹14,955
₹21,422 total
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
A large house with a balcony and a grassy yard.
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.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

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.
₹9,827
₹10,976 total
includes taxes & fees
26 Oct - 27 Oct
The Little Lion
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A multi-story building with a symmetrical facade, multiple balconies, and a central tower.

5. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
₹11,108
₹14,264 total
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A two-story house with a brick entrance and a white facade.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
  • Seasonal outdoor pool retreat at this colonial b&b invites lounging amid gardens and historic charm.
₹31,184
₹37,724 total
includes taxes & fees
8 Nov - 9 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A covered outdoor area with stone pillars and a view of a road and green hills.
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
₹11,926
₹13,321 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
A poolside area with lounge chairs and a pool.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.
Room

8. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
₹23,417
₹29,338 total
includes taxes & fees
9 Nov - 10 Nov
Prospect Berkshires
A backyard with a swimming pool, surrounded by grass and trees.
Exterior
A stone fountain surrounded by trees in a park setting.
Front of property

9. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
  • Seasonal outdoor pool beckons for refreshing summer dips at this upscale bed and breakfast in Stockbridge.
₹34,633
₹40,619 total
includes taxes & fees
12 Nov - 13 Nov
The Inn at Stockbridge
A swimming pool with lounge chairs, surrounded by trees and a small building.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A large, two-story house with a well-maintained lawn and a fence.

10. Devonfield Inn B&B

Devonfield Inn B&B
Lee
  • Escape to an elegant countryside retreat with an inviting outdoor pool, premium spa services, and made-to-order gourmet breakfast.
₹35,034
₹39,132 total
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn B&B
View all properties

Choose what matters most at hotels with a pool in Housatonic

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Housatonic Hotel Reviews

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"We were very pleased with our experience here. Room was super clean and included a mini fridge and microwave. The mini fridge was much needed for storing milk as we were traveling with an 8 month old. We forgot the sheet for our pack and play and the staff was helpful in providing us with one. The black out curtains were very effective and helped get baby ready for his nap. Breakfast was solid. We had lots and bags and baby things resulting in my husband making multiple trips between lobby and room. One thing that would have made our stay better is help with our luggage upon arrival. In any case, we look forward to staying here again!"
Patience 1-night trip
Posted 13 hours ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Property is on a little lake and we had a balcony room with view of the lake. I can imagine it must be great to have in the warmer months, but we enjoyed the view nonetheless. Everything was clean, staff was friendly, the restaurant food we sampled was very good, the jet tub was much appreciated, and the location was perfect for exploring all of the quaint towns in the Berkshires. The nightly rate was very reasonable."
Therese 1-night trip
Posted 17 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"
Anne Marie 2-night trip
Posted 1 day ago
Quality Inn Great Barrington
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."
Marcia 1-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

What are some hotels with pools in Housatonic?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Quality Inn Great Barrington: Provides a seasonal outdoor pool, an indoor pool and buffet. The Yankee Inn: Offers 3 restaurants, an outdoor pool and spa services. Berkshires Untold: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Housatonic?
Surround yourself with nature at Housatonic River. During your stay, visit sights such as Norman Rockwell Museum, Berkshire Botanical Garden and Naumkeag Museum.
When is the best time to book a hotel with a pool in Housatonic?
Taking the local weather in Housatonic 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Housatonic are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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