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

Find Hotels with a Pool in Great Barrington, MA from CA $129

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Check availability on Great Barrington Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Great Barrington hotels with a pool

A modern bathroom with a white sink, black faucet, and a round mirror.

1. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $170
CA $190 total
includes taxes & fees
Nov 30 - Dec 1
East Rock Inn
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

2. 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, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $201
CA $224 total
includes taxes & fees
Nov 4 - Nov 5
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is CA $84
CA $93 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

4. 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, (848 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $116
CA $130 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

5. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $119 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Great Barrington
Terrace/patio

6. Maya's Garden House

Maya's Garden House
2.0 star property
Great Barrington
The price is CA $1,247
CA $1,759 total
includes taxes & fees
Nov 1 - Nov 2
Maya's Garden House
A dining area with round tables set for two, a fireplace, and a mural on the wall.

7. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is CA $405
CA $489 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
A large house with a balcony and a grassy yard.

8. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is CA $116
CA $129 total
includes taxes & fees
Nov 19 - Nov 20
The Little Lion
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

9. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is CA $110
CA $123 total
includes taxes & fees
Oct 31 - Nov 1
Travelodge by Wyndham Great Barrington Berkshires
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.
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Choose what matters most at hotels with a pool in Great Barrington

Breakfast included
Hot tub

Top Great Barrington Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"The Yankee Inn was clean and on a beautiful property. The beds were extremely comfortable. We enjoyed the morning breakfast, and the staff was extremely kind and helpful. If you book through Expedia - I would call ahead to verify the specifics of the room you have reserved, as Expedia’s description of the room I reserved didn’t match the description on the actual Yankee Inn website. Through Expedia, I reserved a King Deluxe with fireplace, balcony and mountain view. But the actual Yankee Inn website offers EITHER a King Deluxe with a fireplace and balcony OR King Deluxe with mountain view. The management made amends to accommodate as much as possible, but the Expedia advertising was a bit misleading in my opinion."
Kimberly 2-night trip
Posted 4 hours ago
The Yankee Inn

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 $129 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.
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 program. 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.

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