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

Find Hotels with Pool in Great Barrington, MA

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Check availability on Great Barrington Hotels with Pool

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Great Barrington hotels with a pool

An indoor swimming pool with clear lane markings, a poolside area with lounge chairs, and large windows allowing natural light.
A breakfast area with a counter, coffee machine, and a display of pastries.
A modern hotel lobby with seating areas, tables, and a reception desk.
A modern bathroom with a large mirror, a sink, and a shower.

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.
£70
includes taxes & fees
17 Nov - 18 Nov
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 hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A hotel room with two beds, a desk, a television, and a dresser.

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.
£120
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A poolside area with lounge chairs and a pool.
A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

3. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
£234
includes taxes & fees
11 Nov - 12 Nov
Prospect Berkshires
A large house with a balcony and a grassy yard.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A two-story building with a gabled roof and a chimney.
A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.

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.
£87
includes taxes & fees
19 Oct - 20 Oct
The Little Lion
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A white two-story house with a front door, windows, and a chimney.
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.

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.
£263
includes taxes & fees
1 Nov - 2 Nov
The Old Inn On The Green
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.
A building with a porch and multiple windows, surrounded by purple flowers.

6. 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.
£113
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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 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.

7. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
£115
includes taxes & fees
18 Nov - 19 Nov
Little Cat Lodge
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

8. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
£75
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
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.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

9. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
£169
includes taxes & fees
4 Nov - 5 Nov
The Red Lion Inn
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

10. 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.
£105
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
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 Yankee Inn

The Yankee Inn

10/10 Excellent
"Well run and worth it!Hot tub closed for maintenance."
Vincent 1-night trip
Posted 19 hours ago
The Yankee Inn
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

10/10 Excellent
"Good value for the price"
Ramakrishnan 1-night trip
Posted 1 day ago
Travelodge by Wyndham Great Barrington Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This place is a must stay! We loved every bit of it and had a best time!!! Def recommend 100%"
Hope 1-night trip
Posted 1 day ago
The Red Lion Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good
"Property grounds weren’t maintained well. Bathroom faucet was lose."
George 2-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Frequently asked questions

What are the best hotels in Great Barrington with outdoor pools?
The Old Inn On The Green is a charming 4-star hotel that not only boasts an inviting outdoor pool but also receives high praise from guests, achieving an impressive rating of 9.2. Families can enjoy the complimentary continental breakfast and free Wi-Fi, making it a convenient choice for those looking to relax and unwind after a day of exploration. Guests rave about the wonderful, delicious food, adding a delightful culinary experience to your stay.For a more budget-friendly option, the Lantern House Motel is another great choice. With a traveller rating of 8.2, this motel offers an outdoor pool superb for cooling off on warm days. It also features free breakfast on weekends and complimentary Wi-Fi, ensuring your family stays connected and well-fed throughout your visit.Lastly, the Prospect Berkshires provides a shared outdoor pool that is surrounded by stunning mountain views, superb for those who appreciate nature. This 3-star hotel has a traveller rating of 9.0 and offers amenities such as sun loungers and umbrellas by the pool, making it an excellent spot for families seeking both adventure and relaxation.
How much does a hotel with outdoor pool in Great Barrington cost?
Enjoy staying in a hotel in Great Barrington with an outdoor pool. You can find a great deal from £70 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Great Barrington hotels with outdoor pools and scenic views?
Prospect Berkshires is a charming 3-star hotel that offers guests a delightful outdoor pool complemented by stunning mountain views. With a high traveller rating of 9.0, it's clear that visitors appreciate the serene setting and the well-maintained pool area, complete with sun loungers and umbrellas for a great day of relaxation.Nestled in the picturesque Berkshires, this hotel not only boasts a lovely outdoor pool but also provides guests with the opportunity to enjoy nearby mountain climbing adventures. Imagine taking a refreshing dip in the pool after a day of exploring the beautiful landscapes—it's an idyllic way to unwind.For families seeking convenience and quality, the friendly space at Prospect Berkshires makes it an ideal choice.
Are there hotels with outdoor pools that are close to Lake Mansfield Park?
The Lantern House Motel is a delightful option for travellers seeking a comfortable stay near Lake Mansfield Park. This charming motel not only features an inviting outdoor pool, great for a refreshing dip after a day of exploring, but it also offers free self-parking and complimentary Wi-Fi to enhance your convenience.Guests particularly appreciate the free breakfast served on weekends, which provides a great start to your day before heading out to enjoy the natural beauty of the area. With a solid review rating of 8.2, the Lantern House Motel is popular for its welcoming atmosphere and thoughtful amenities, making it an excellent choice for travellers.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Great Barrington for you.
How can I save on a hotel in Great Barrington with Expedia?
Before booking your Great Barrington hotel, remember to join One Key™, Expedia's free travel rewards programme. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a hotel in Great Barrington as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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