Explore top 2026 4 Star Hotels in Great Barrington

Name: General Williams Estate House Lenox/Stockbridge
Rating: 9.6

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Top Great Barrington 4 Star hotels

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY

Fully refundableReserve now, pay when you stay

$210 nightly

$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

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$85 nightly

$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

Lakehouse Inn

615 Laurel St. Lee MA

$195 nightly

$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

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$349 nightly

$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

Seven Hills Inn

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

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

26 Glendale Road, RR 183 Stockbridge MA

$414 nightly

$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

The White Hart

15 Under Mountain Rd Salisbury CT

$242 nightly

$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

9 Academy

9 Academy St Salisbury CT

$494 nightly

$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

33 Main

33 Main Street Lenox MA

$450 nightly

$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

General Williams Estate House Lenox/Stockbridge

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

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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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"Everyone was Curtieus and very helpful !!! Room was very clean and nice!!!! Would be glad to stay again !!!! Thank You for making our stay pleasant and welcoming !!!! To all of the staff, Have A Great. Holiday Season !!!!! "

A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG