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
$193 nightly
The price is $218 total per night from May 11 to May 12
$218 total
May 11 - May 12
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! (556 reviews)
We liked the room, the comfortable bed, and the Samsung TV very much. I would have perfered to be on the third floor at The Wick; however, we had a delightful time and thanks again. Sincerely, Lois Peltz and Jerry M Brown

Reviewed on Apr 27, 2026

Opens in a new windowThe Wick, Hudson, A Tribute Portfolio Hotel
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 May 5 to May 6
$395 total
May 5 - May 6
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
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$90 nightly
The price is $101 total per night from May 3 to May 4
$101 total
May 3 - May 4
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! (362 reviews)
I was shocked at how beautiful it was, I wanted to live there. My granddaughter and children had plenty of room and a complete kitchen for cooking. I couldn't be happier, Sincerely, Renee Putnam

Reviewed on May 2, 2026

Opens in a new windowThe Central Downtown Inn & Suites
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! (299 reviews)
Staff wonderful, homemade breakfasts, outstanding experience!

Reviewed on Apr 12, 2026

Opens in a new windowLakehouse Inn
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$511 nightly
The price is $587 total per night from May 4 to May 5
$587 total
May 4 - May 5
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
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Lee MA
$276 nightly
The price is $308 total per night from May 4 to May 5
$308 total
May 4 - May 5
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
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 May 17 to May 18
$374 total
May 17 - May 18
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
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$613 nightly
The price is $685 total per night from May 3 to May 4
$685 total
May 3 - May 4
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, ...
Opens in a new windowSeven Hills Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$269 nightly
The price is $300 total per night from May 3 to May 4
$300 total
May 3 - May 4
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! (137 reviews)
Had a wonderful stay. The property is charming, elegant, and beautifully maintained, with a peaceful Berkshires setting. Our hosts were warm, welcoming, and made us feel right at home from the moment we arrived. Everything from the comfortable room to the thoughtful touches throughout our stay exceeded ...

Reviewed on Mar 22, 2026

Opens in a new windowDevonfield Inn B&B
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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

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