Explore top 2026 4 Star Hotels in West Stockbridge

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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
$188 nightly
The price is $212 total per night from Aug 24 to Aug 25
$212 total
Aug 24 - Aug 25
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! (578 reviews)
"The room was ok but it was very loud. The dining area is above some of the rooms and there is not enough sound deadening so you can hear stomping and chairs being moved and it shakes some of the things on the ceiling making even more noise. Also due to the nature of the room being where it is the ..."

Reviewed on Aug 4, 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
$91 nightly
The price is $102 total per night from Sep 3 to Sep 4
$102 total
Sep 3 - Sep 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! (385 reviews)
"There is no front desk at this "hotel" and there are no staff on site. I sent many messages but NEVER received any reply. I never received any check in instructions. When we arrived at the hotel there is no one there. We had to call a number posted on the door and they said someone would be there ..."

Reviewed on Aug 3, 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 12 to Aug 13
$477 total
Aug 12 - Aug 13
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! (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another ..."

Reviewed on Aug 3, 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 24 to Aug 25
$399 total
Aug 24 - Aug 25
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
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 Aug 9 to Aug 10
$395 total
Aug 9 - Aug 10
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
9 Academy

9 Academy

4 out of 5
9 Academy St Salisbury CT
$594 nightly
The price is $683 total per night from Aug 10 to Aug 11
$683 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, ...
Get rates
Opens in a new windowSeven Hills Inn
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$685 nightly
The price is $765 total per night from Sep 2 to Sep 3
$765 total
Sep 2 - Sep 3
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
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 Sep 1 to Sep 2
$385 total
Sep 1 - Sep 2
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
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$264 nightly
The price is $295 total per night from Sep 1 to Sep 2
$295 total
Sep 1 - Sep 2
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
Don't see what you're looking for?
See all available properties in West Stockbridge
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"My stay was very nice and comfortable. The room was clean, the staff were friendly."
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires

Explore More Ways to Travel with Travelocity