Find Hotels with a Pool in Great Barrington, MA from CA $141

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Great Barrington Hotels with a Pool

Next weekend
In two weeks

Our top choices for Great Barrington hotels with a pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (741 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is CA $146
CA $163 total
includes taxes & fees
Mar 5 - Mar 6
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is CA $150
CA $168 total
includes taxes & fees
Mar 2 - Mar 3
The Little Lion

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (20 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is CA $265
CA $342 total
includes taxes & fees
Apr 1 - Apr 2
Prospect Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (768 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is CA $207
CA $232 total
includes taxes & fees
Mar 29 - Mar 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
  • cleanliness
    Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
The price is CA $416
CA $502 total
includes taxes & fees
Mar 2 - Mar 3
The Old Inn On The Green

Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay
3.0 star property
Great Barrington
The price is CA $706
CA $1,470 total
includes taxes & fees
Mar 8 - Mar 9
Charming 6 Bdrm Countryside Stay

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (21 reviews)
  • cleanliness
    Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is CA $190
CA $212 total
includes taxes & fees
Mar 8 - Mar 9
Element Lenox Berkshires

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is CA $126
CA $141 total
includes taxes & fees
Mar 8 - Mar 9
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (84 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is CA $180
CA $201 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is CA $152
CA $169 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn & Suites Berkshires-Lenox
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.

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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Top Great Barrington Hotel Reviews

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 CA $141 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.
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. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, 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.
How can I save on a hotel in Great Barrington with Expedia?
Before booking your Great Barrington hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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.

Explore a world of travel with Expedia