Great Barrington Hotels from S$102

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23 Aug - 24 Aug
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Top 10 trending Great Barrington hotels

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (730)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is S$205
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Prospect Berkshires
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

Prospect Berkshires

3.0 star property
9.0 out of 10, Wonderful, (2)
"So fantastic!! The cabins are gorgeous and very well appointed. We are going back!"
The price is S$590
includes taxes & fees
25 Aug - 26 Aug
Prospect Berkshires
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great location and close enough to walk to shops and restaurants. "
The price is S$133
includes taxes & fees
7 Sept - 8 Sept
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (651)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is S$185
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
"Excellent location, friendly service, clean, comfortable room."
The price is S$107
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (528)
"Comfy, quiet, and clean "
The price is S$213
includes taxes & fees
1 Sept - 2 Sept
The Little Lion
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (740)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is S$184
includes taxes & fees
15 Sept - 16 Sept
East Rock Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (128)
"Great property"
Gedney Farm
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$448
includes taxes & fees
25 Aug - 26 Aug
The Old Inn On The Green
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is S$179
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (692)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is S$230
includes taxes & fees
4 Sept - 5 Sept
Berkshires Untold
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is S$181
includes taxes & fees
4 Sept - 5 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is S$233
includes taxes & fees
4 Sept - 5 Sept
The Cornell Inn, Lenox & The Berkshires
St. Charles Hotel
Free daily continental breakfast

St. Charles Hotel

2.0 star property
6.8 out of 10, (787)
"Very nice staff and comfy stay"
The price is S$233
includes taxes & fees
27 Aug - 28 Aug
St. Charles Hotel
the Alander
American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Loved our stay, staff very attentive and helpful!! "
The price is S$230
includes taxes & fees
27 Aug - 28 Aug
the Alander
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (585)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (703)
"Pleasant stay"
The price is S$150
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Howard Hotel
Front of property

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (63)
"Nice location, easy walk to dining & boutiques."
The price is S$198
includes taxes & fees
1 Sept - 2 Sept
Howard Hotel
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Loved our visit"
The price is S$334
includes taxes & fees
7 Sept - 8 Sept
The Red Lion Inn
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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Check out pet-friendly hotels in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
The price is S$107
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires

Hotels with a pool in Great Barrington you'll enjoy

The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
The price is S$448
includes taxes & fees
25 Aug - 26 Aug
The Old Inn On The Green

Hotels with free breakfast in Great Barrington may fit your trip

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (730)
The price is S$205
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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.

Learn more about Great Barrington

Tucked in the Berkshires, this charming town blends historic Main Street shopping with easy access to Monument Mountain's panoramic hiking trails. Visit in autumn when the maple-lined streets burst with colour, or catch performances at the Mahaiwe Theatre housed in a beautifully restored 1905 building.

See all hotels in Great Barrington
Great Barrington

Top Great Barrington Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
Barbara 1-night trip
Posted 2 days ago
Berkshires Untold

Frequently asked questions

What's the best place to stay in Great Barrington?

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a favourite with Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend East Rock Inn and Monument Mountain Motel as top choices for your visit. See all available top hotels, or vacation rentals in Great Barrington.

If I need to cancel my hotel reservation in Great Barrington, will I receive a refund?

Yes! The majority of hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Great Barrington.

What's the best accommodation for a budget-friendly stay in Great Barrington?

Based on reviews, Quality Inn is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. Another top choice for your stay on the cheap is Monument Mountain Motel. View all budget hotels in Great Barrington.

What's the best family accommodation in Great Barrington?

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Travelodge by Wyndham Great Barrington Berkshires is another choice for your child-friendly holiday. Also, attractions in the area such as Bousquet Ski Area and Berkshire Museum are fun for children of all ages. Find more child-friendly accommodations in Great Barrington.

What is the favourite LGBTQ-friendly place to stay in Great Barrington?

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Holiday Inn Express Hotel & Suites Great Barrington by IHG and East Rock Inn are two other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Great Barrington.

What's the best dog-friendly hotel in Great Barrington?

Prospect Berkshires is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Travelodge by Wyndham Great Barrington Berkshires and The Little Lion. See more pet-friendly hotel accommodations in Great Barrington.

What are some accommodation options with pools in Great Barrington?

Holiday Inn Express Hotel & Suites Great Barrington by IHG: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires and Prospect Berkshires are a couple of other choices with an on-site pool. View all hotels with pools in Great Barrington.

What is staying in Great Barrington like?

Visitors give high marks for the top-notch restaurants in Great Barrington, which is also known for its live music and skiing. This scenic city also attracts tourists with its theatres. In Great Barrington, there are 141 hotels and other accommodation options to choose from. Find out more about Great Barrington.

What should I see while I'm in Great Barrington?

Cultural venues include Mahaiwe Performing Arts Center and Art et Industrie. Landmarks like W.E.B. Du Bois Boyhood Homesite and Monument Mountain might be worth a visit. Natural beauty is on display at Housatonic River Walk, Housatonic River and Lake Mansfield Park. Take a look at what more there is to see and do in Expedia's Great Barrington guide.

What's the weather like in Great Barrington?

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.