A large stone church with a tall bell tower and arched windows.

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Check availability on Great Barrington Hotels with Pool

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Great Barrington hotels with a pool

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.

1. 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.
฿4,053
฿4,528 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 hotel room with two beds, a desk, a television, and a dresser.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

2. 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.
฿5,251
฿5,866 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 two-story building with a gabled roof and a chimney.

3. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
฿3,677
฿4,108 total
includes taxes & fees
1 Sept - 2 Sept
The Little Lion
A poolside area with lounge chairs and a pool.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.
A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

4. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
฿9,984
฿12,252 total
includes taxes & fees
27 Sept - 28 Sept
Prospect Berkshires
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.

5. 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.
฿10,421
฿12,575 total
includes taxes & fees
1 Sept - 2 Sept
The Old Inn On The Green
A backyard with a swimming pool, a fenced area, and a view of the surrounding forest and hills.
A backyard with a hot tub, outdoor seating, and a patio area.
A spacious living area with a wooden ceiling, a brick fireplace, and a kitchen in the background.
A spacious living area with a brick fireplace, a dining table with chairs, and a view of the outdoors.

6. Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
Great Barrington
฿11,827
฿29,554 total
includes taxes & fees
9 Sept - 10 Sept
Charming 6 Bdrm Countryside Stay
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

7. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
฿4,985
฿5,568 total
includes taxes & fees
27 Sept - 28 Sept
The Yankee Inn
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
An indoor swimming pool with clear water, a lifeguard station, and a sign indicating no lifeguard on duty.
A multi-story building with a symmetrical facade, multiple balconies, and a central tower.
A multi-story building with a balcony, a pond with rocks, and a tree.

8. 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.
฿3,825
฿4,911 total
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
A backyard with a swimming pool, lounge chairs, and a hot tub.
A covered porch with wicker furniture and hanging flower baskets.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A bar with wooden floors and shelves filled with bottles.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
฿5,166
฿7,400 total
includes taxes & fees
8 Sept - 9 Sept
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 wooden fire pit surrounded by six Adirondack chairs in a forested area.
A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

10. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
฿7,208
฿8,073 total
includes taxes & fees
30 Aug - 31 Aug
Little Cat Lodge
View all properties

Choose what matters most at hotels with a pool in Great Barrington

Breakfast included
Hot tub
4 stars
Spa
5 stars

Top Great Barrington Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great visit to Stockbridge. Can't think of a better place to stay than the iconic Red Lion Inn."
Daniel 2-night trip
Posted 3 hours ago
The Red Lion Inn
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Anne 1-night trip
Posted 10 hours ago
The Yankee Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"It was much better than expected. Subtle lighting in the room was a nice touch. Clean and very comfortable bedding and bathroom. Everything in the fitness room was was clean and operational. The breakfast was superb. A very enjoyable stay."
William 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Our family loves this hotel! Hot tub and pool are excellent. There’s a fun little game room for kids. The breakfast was plentiful and tasty. Everything is clean and staff is nice. Best part- four working level 2 car chargers!"
Jamecyn 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Monument Mountain Motel

Monument Mountain Motel

8/10 Good
"Everything was fine except for the spotty WIFI. I was frustrated by how frequent their were interruptions in WIFI service. The WIFI is free but very faulty, as I couldn't get any work done during my stay. I would have preferred to pay for the WIFI just so I could have proper service."
Selwyn 2-night trip
Posted 2 days ago
Monument Mountain Motel
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 5 days ago
Howard Johnson by Wyndham Lenox
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

8/10 Good
"We did not use the amenities. We were only there to sleep and for one night, but the staff was friendly and the room was cleanly enough."
Connie 1-night trip
Posted 10 days ago
Travelodge by Wyndham Great Barrington Berkshires

Frequently asked questions

What are some accommodation options with pools in Great Barrington?
Quality Inn Great Barrington: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Little Lion: Features a sauna, an outdoor pool and spa services. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers full, an indoor pool and complimentary high-speed (wired) Internet access. Prospect Berkshires: Features a seasonal outdoor pool, an indoor pool and buffet. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Offers free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Great Barrington?
Make a point to visit attractions such as Housatonic River Walk and Mahaiwe Performing Arts Center. During your stay, visit sights such as Housatonic River, Lake Mansfield Park and Ski Butternut. Travellers love Great Barrington for its array of dining options.
When is the best time to book a hotel with a pool in Great Barrington?
Taking the local weather in Great Barrington into account can help you maximise your time at the pool during your trip. 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 -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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