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
$206 nightly
The price is $233 total per night from Jun 21 to Jun 22
$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

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
$114 nightly
The price is $127 total per night from Jun 7 to Jun 8
$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

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 Jun 15 to Jun 16
$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

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 Jun 21 to Jun 22
$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 ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$319 nightly
The price is $356 total per night from Jun 7 to Jun 8
$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

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, ...
Opens in a new windowSeven Hills Inn
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
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

Opens in a new windowThe Inn at Stockbridge
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
$363 nightly
The price is $398 total per night from Jun 7 to Jun 8
$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 ...
Opens in a new windowThe Old Inn On The Green
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$588 nightly
The price is $676 total per night from Jun 8 to Jun 9
$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 ...
Opens in a new window9 Academy
Lakehouse Inn

Lakehouse Inn

4 out of 5
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

Opens in a new windowLakehouse Inn
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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.

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