Explore top 2026 4 Star Hotels in West Stockbridge

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Top West Stockbridge 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
$184 nightly
The price is $208 total per night from Mar 16 to Mar 17
$208 total
Mar 16 - Mar 17
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. ...
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
$109 nightly
The price is $122 total per night from Mar 8 to Mar 9
$122 total
Mar 8 - Mar 9
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! (358 reviews)
Did not send check-in info via text, when I called they said they sent but never and resent, then gave me the wrong room. I booked double bed but got 1 king bed said double bed booking is not guaranteed and the rooms are sold out. However the worse part is the room is full of smoke smell so badly ...

Reviewed on Feb 21, 2026

Opens in a new windowThe Central Downtown Inn & Suites
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
$142 nightly
The price is $159 total per night from Mar 13 to Mar 14
$159 total
Mar 13 - Mar 14
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! (294 reviews)
Friendly staff, great location, beautiful views, cozy room.

Reviewed on Mar 5, 2026

Opens in a new windowLakehouse Inn
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
$335 nightly
The price is $374 total per night from Mar 20 to Mar 21
$374 total
Mar 20 - Mar 21
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! (110 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

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

The White Hart

4 out of 5
15 Under Mountain Rd Salisbury CT
$240 nightly
The price is $276 total per night from Mar 8 to Mar 9
$276 total
Mar 8 - Mar 9
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 ...
Opens in a new windowThe White Hart
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$329 nightly
The price is $367 total per night from Mar 8 to Mar 9
$367 total
Mar 8 - Mar 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 ...
10/10 Exceptional! (136 reviews)
Room was great, staff was awesome, amenities were cool

Reviewed on Feb 16, 2026

Opens in a new windowDevonfield Inn B&B
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Lee MA
$263 nightly
The price is $294 total per night from Apr 3 to Apr 4
$294 total
Apr 3 - Apr 4
Total with taxes and fees
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
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$469 nightly
The price is $524 total per night from Mar 15 to Mar 16
$524 total
Mar 15 - Mar 16
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
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
$336 nightly
The price is $368 total per night from Mar 8 to Mar 9
$368 total
Mar 8 - Mar 9
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 ...
9.2/10 Wonderful! (90 reviews)
Beautiful Inn and outstanding chef

Reviewed on Oct 3, 2025

Opens in a new windowThe Old Inn On The Green
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4 Star Hotels West Stockbridge

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 West Stockbridge 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 West Stockbridge 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 West Stockbridge, 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 West Stockbridge hotel reviews by fellow wanderers

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Looks way better in person than the pictures. Still old and dated but not as spooky as the pictures seem. They don't tell you this at all, just expect you to read a packet - there is no housekeeping, no nothing. You are supposed to take your own trash out. They also do not really clean the room beforehand because there was trash leftover from the previous person. It's basically a rental home. Maybe I missed a description but do not expect this to be your standard hotel type setting. Also, request a second floor room. We had someone above us who sounded like they were wearing their ski boots, thumping around the entire room non stop, through midnight and then restarted again at 6am. The hotel did not do any thing. We got zero sleep our last night and this entire experience has left a sour taste in my mouth. Outside of the convenience of the location, there is zero reason to really want to come back... you can't beat the price but don't expect anything but the basics. "
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires

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