Explore top 2026 4 Star Hotels in Great Barrington

Name: 9 Academy
Price range: $676 total

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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

$206 nightly

$233 total

Jun 21 - Jun 22

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 and free WiFi in public areas. ...

8.8/10 Excellent! (560 reviews)

"Very unique, updated hotel! Staff was wonderful! Good to have a cafe on site! Wish the breakfast was complementary!"

Reviewed on May 27, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$114 nightly

$127 total

Jun 7 - Jun 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! (368 reviews)

"The apartment was spacious and while dated, it was clean. Would have been nice except for extreme lack of hospitality. Check-in was pretty awful, had to call to get door code, then they only sent the code for the room, not the front door code (door was open when I got there, so ended up locked out ..."

Reviewed on May 18, 2026

The White Hart

15 Under Mountain Rd Salisbury CT

$343 nightly

$395 total

Jun 15 - Jun 16

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 ...

9.8/10 Exceptional! (151 reviews)

"It’s an exceptional place in every aspect."

Reviewed on May 14, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

$358 nightly

$399 total

Jun 21 - Jun 22

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 ...

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$319 nightly

$356 total

Jun 7 - Jun 8

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 ...

10/10 Exceptional! (138 reviews)

"Excellent food and helpful staff"

Reviewed on May 13, 2026

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, ...

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The Inn at Stockbridge

30 East Street Lee MA

This bed & breakfast features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, ...

9.8/10 Exceptional! (99 reviews)

"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."

Reviewed on Nov 24, 2025

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The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$363 nightly

$398 total

Jun 7 - Jun 8

Total with taxes and fees

This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...

9 Academy

9 Academy St Salisbury CT

$588 nightly

$676 total

Jun 8 - Jun 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 ...

Lakehouse Inn

615 Laurel St. Lee MA

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! (300 reviews)

"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"

Reviewed on Jun 5, 2026

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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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

5 out of 5

Posted 9 hours ago

Travelocity Verified Review

"First off check in was quick and easy. From the time the exterior doors opened to the lobby you were greeted with a good afternoon how was your trip? Everyone my wife and I came in contact with wore a smile and greeted you in some fashion. Everyone seemed to really enjoy working there and were glad to assist you or answer any questions you might have. The room was spotless and had everything you would ever need. The grounds were spotless and everything was trimmed and neat. This will be the place we will stay when traveling the area hands down. There is comfy chairs with side tables and small 4 person tables in the courtyard for lounging or having breakfast. Very quiet surroundings. 👍"

A verified traveler stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Berkshire Mountain Lodge

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"We love the Bershire Mountain Lodge. We've stayed here five other times but this time we do have a few very minor negatives. 1) The cabinet door under the kitchenette sink had a loose hinge. We messaged the staff and requested that they wait until after we checked out to repair the hinge. We hope the hinge was repaired before the next guest checked in. 2) The toilet flush handle was slightly cracked but still functional. We forgot to notify the staff; it was barely noticeable. 3) The guest or owner in the room above our room walked very loudly. We were used to hearing noises from people walking in the hall but this was our first time hearing footsteps through the ceiling. Other than those three items, our stay was excellent. The front desk staff were courteous and helpful. The housekeeping crew were unobtrusive. The long driveway to the ample parking lot gives enough distance from the busy"

A verified traveler stayed at Berkshire Mountain Lodge

Cozy Riverside Berkshires Retreat

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"We had the best time at Marisa's place. It was a charming and comfortable home, and, for our purposes, was an excellent location as we were on a bit of a tour to visit a few different towns where famous American authors lived. Near the house, we found good food -- Prairie Whale and Xicohtencatl Restaurant were our faves -- and my favorite dirty Chai ever at Cafe Holli. We also enjoyed Get Lit Bookstore and Wine Bar. The house was fantastic, the town lovely, but the real star of the show was Studley, the cat. He was truly the host, welcoming us back every time we returned in the rental car, walking us in, and hopping up into one lap after another up for a lounge -- he was truly the friendliest animal ever. Even the allergic one of us loved him! Overall, this stay was excellent. Marisa is a kind and easy host who responds quickly and is super helpful! I want to get back up there soon for more adventures and would certainly stay here again! :)"

A verified traveler stayed at Cozy Riverside Berkshires Retreat