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
$215 nightly
The price is $243 total per night from Aug 2 to Aug 3
$243 total
Aug 2 - Aug 3
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! (572 reviews)
"Staff was very nice and pleasant. Hotel itself and our room was nice and clean. But our junior suite was downstairs, kind of like underground area off the hotel, there were no windows to outdoors. Also, our room was extremely damp. It was not disclosed in the booking."

Reviewed on Jul 20, 2026

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
$104 nightly
The price is $116 total per night from Jul 23 to Jul 24
$116 total
Jul 23 - Jul 24
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! (379 reviews)
"The space was very nice and very clean. No issues there. However, I reserved for three adults and there were no linens for the sofa bed. Thankfully, our daughter had blankets in her car. When we went to the registration area, no one was on site. (This property is accessed via codes that come in a ..."

Reviewed on Jul 11, 2026

Opens in a new windowThe Central Downtown Inn & Suites
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$343 nightly
The price is $395 total per night from Jul 22 to Jul 23
$395 total
Jul 22 - Jul 23
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

Opens in a new windowThe White Hart
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
$358 nightly
The price is $399 total per night from Aug 3 to Aug 4
$399 total
Aug 3 - Aug 4
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! (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."

Reviewed on Jul 14, 2026

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

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$389 nightly
The price is $435 total per night from Jul 27 to Jul 28
$435 total
Jul 27 - Jul 28
Total with taxes and fees
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free ...
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

Opens in a new windowThe Inn at Stockbridge
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$505 nightly
The price is $580 total per night from Aug 10 to Aug 11
$580 total
Aug 10 - Aug 11
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 ...
9.4/10 Exceptional! (13 reviews)
"Our suite was spectacular! There was a spacious indoor living and dining area, as well as a beautiful porch overlooking the woods and the yard below. The bed was comfortable , the bathroom suite was perfection with a gorgeous tub and a separate waterfall shower -- everything in this hotel is first ..."

Reviewed on Jun 19, 2026

Opens in a new window9 Academy
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, ...
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Opens in a new windowSeven Hills Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$439 nightly
The price is $490 total per night from Jul 22 to Jul 23
$490 total
Jul 22 - Jul 23
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! (139 reviews)
"Grea"

Reviewed on Jul 11, 2026

Opens in a new windowDevonfield Inn B&B
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
$351 nightly
The price is $385 total per night from Jul 22 to Jul 23
$385 total
Jul 22 - Jul 23
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 ...
Opens in a new windowThe Old Inn On The Green
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$681 nightly
The price is $760 total per night from Aug 16 to Aug 17
$760 total
Aug 16 - Aug 17
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 ...
10/10 Exceptional! (74 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
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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

The Little Lion

The Little Lion

5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Always love to stay here! Thanks"
A verified traveler stayed at The Little Lion
The Little Lion

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