Explore top 2026 4 Star Hotels in Great Barrington

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Top Great Barrington 4 Star hotels

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4 out of 5
41 Cross Street Hudson NY
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Dec 15 to Dec 16
$237 total
Dec 15 - Dec 16
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
8.6/10 Excellent! (544 reviews)
Close to Warren street, friendly staff, pet friendly and clean. We will stay again!

Reviewed on Nov 30, 2025

Opens in a new windowThe Wick, Hudson, A Tribute Portfolio Hotel
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$85 nightly
The price is $95 total per night from Dec 7 to Dec 8
$95 total
Dec 7 - Dec 8
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
8.6/10 Excellent! (346 reviews)
The room was so big it felt like we were in an apartment to be honest. It was well worth the price we paid 😁. If your looking for a place to stay,I would definitely recommend this hotel. The front desk guy was really nice and happy to let us in with a pet for the night. Thanks again 😊🐾

Reviewed on Nov 28, 2025

Opens in a new windowThe Central Downtown Inn & Suites
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
$195 nightly
The price is $218 total per night from Dec 12 to Dec 13
$218 total
Dec 12 - Dec 13
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...
9.6/10 Exceptional! (289 reviews)
The room was very cute and very clean! We loved the staff. Everyone was beyond helpful and kind.

Reviewed on Nov 14, 2025

Opens in a new windowLakehouse Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$349 nightly
The price is $390 total per night from Dec 8 to Dec 9
$390 total
Dec 8 - Dec 9
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...
9.8/10 Exceptional! (134 reviews)
Room was clean and owner was personable and charming. Breakfast was beautiful.

Reviewed on Nov 27, 2025

Opens in a new windowDevonfield Inn B&B
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street Lenox MA
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...
Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!

Reviewed on Oct 30, 2023

Opens in a new windowSeven Hills Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night from Dec 18 to Dec 19
$462 total
Dec 18 - Dec 19
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
9.2/10 Wonderful! (85 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$242 nightly
The price is $278 total per night from Dec 10 to Dec 11
$278 total
Dec 10 - Dec 11
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
9.6/10 Exceptional! (143 reviews)
Amazing stay. Incredible staff, attention to detail. Beyond expectations

Reviewed on Oct 2, 2025

Opens in a new windowThe White Hart
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$494 nightly
The price is $568 total per night from Dec 8 to Dec 9
$568 total
Dec 8 - Dec 9
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...
9/10 Wonderful! (10 reviews)
The apartment was spotless. The interior was high end with attention to design. The toiletries high end. The location was everything. Would love to go back.

Reviewed on Nov 5, 2025

Opens in a new window9 Academy
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$450 nightly
The price is $503 total per night from Dec 11 to Dec 12
$503 total
Dec 11 - Dec 12
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living ...
9.8/10 Exceptional! (73 reviews)
Every point of contact I had at 33 Main was friendly, efficient, and accommodating. It’s evident Donna and her team run the inn with love. It’s clean and gorgeously furnished on the inside. You’ll recognize it from the outside, because it’s the most charmingly decorated on the block. I stayed in ...

Reviewed on Oct 24, 2025

Opens in a new window33 Main
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

4 out of 5
Stockbridge MA
This vacation home features a garden, laundry facilities, and barbecue grills.
9.6/10 Exceptional! (100 reviews)
Great place! I highly recommend!

Reviewed on Nov 20, 2025

Opens in a new windowGeneral Williams Estate House Lenox/Stockbridge
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4 Star Hotels Great Barrington

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Great Barrington 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Great Barrington will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Great Barrington, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Great Barrington hotel reviews by fellow wanderers

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