Explore top 2026 4 Star Hotels in The Berkshires

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Top The Berkshires 4 Star hotels

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
$243 nightly
The price is $271 total per night from Aug 16 to Aug 17
$271 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference ...
9.6/10 Exceptional! (648 reviews)
"Hotel was terrific..very clean..restaurant was excellent…very well located for Williams College"

Reviewed on Jul 27, 2026

Opens in a new windowThe Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$116 nightly
The price is $130 total per night from Aug 2 to Aug 3
$130 total
Aug 2 - Aug 3
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! (381 reviews)
"Large, clean, comfortable suite."

Reviewed on Jul 26, 2026

Opens in a new windowThe Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$427 nightly
The price is $477 total per night from Aug 10 to Aug 11
$477 total
Aug 10 - Aug 11
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)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."

Reviewed on Jul 26, 2026

Opens in a new windowThe Inn at Stockbridge
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 16 to Aug 17
$399 total
Aug 16 - Aug 17
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! (114 reviews)
"Very lovely beautiful Room and property The outside pool was not available"

Reviewed on Jul 30, 2026

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
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 Aug 2 to Aug 3
$398 total
Aug 2 - Aug 3
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
$666 nightly
The price is $744 total per night from Aug 16 to Aug 17
$744 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! (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion ..."

Reviewed on Jul 27, 2026

Opens in a new window33 Main
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! (303 reviews)
"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."

Reviewed on Jun 22, 2026

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Opens in a new windowLakehouse Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$409 nightly
The price is $457 total per night from Aug 27 to Aug 28
$457 total
Aug 27 - Aug 28
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
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$279 nightly
The price is $312 total per night from Aug 27 to Aug 28
$312 total
Aug 27 - Aug 28
Total with taxes and fees
This hotel features an outdoor tennis court and a seasonal outdoor pool. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...
9/10 Wonderful! (44 reviews)
"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house."

Reviewed on Mar 3, 2026

Opens in a new windowHampton Terrace Inn
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4 Star Hotels The Berkshires

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 The Berkshires 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 The Berkshires 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 The Berkshires, 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 The Berkshires hotel reviews by fellow wanderers

Vacation Village in the Berkshires

Vacation Village in the Berkshires

4 out of 5
Posted 13 hours ago
Travelocity Verified Review
"While not a top-notch place to stay, for the price it is a good value particularly given that you have more space for less cost than just a good motel room and can do some cooking and meal prep on your own. The check-in is always smooth and the accommodations reasonably comfortable. Setting is very nice, particularly if you get a room/suite that isn't looking onto the parking lot/driveway area. We continue to stay here, even though every stay finds something that wasn't caught in the room clean-up but not really a housekeepers problem - this time it was a failing toaster and a micro-wave that wanted to make a noise all the time."
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires

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