Explore top 2025 4 Star Hotels in Housatonic
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Top Housatonic 4 Star hotels
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$109 nightly
The price is $122 total per night from Sep 29 to Sep 30
$122 total
Sep 29 - Sep 30
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! (320 reviews)
"Pet friendly and all the questions answered above."
Reviewed on Sep 9, 2025
The White Hart
15 Under Mountain Rd, Salisbury, CT
$307 nightly
The price is $353 total per night from Sep 29 to Sep 30
$353 total
Sep 29 - Sep 30
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 ...
9.6/10 Exceptional! (138 reviews)
"Wonderful and quaint"
Reviewed on Jul 7, 2024
Lakehouse Inn
615 Laurel St., Lee, MA
$173 nightly
The price is $193 total per night from Sep 29 to Sep 30
$193 total
Sep 29 - Sep 30
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! (282 reviews)
"The staff are absolutely wonderful. The inn is beautiful and so well cared for. And bonus the lake views are gorgeous!"
Reviewed on Sep 21, 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
$335 nightly
The price is $374 total per night from Oct 14 to Oct 15
$374 total
Oct 14 - Oct 15
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 ...
"Very expensive for a small room. My son and I could barely sleep in this remote quiet place. Staffs were very friendly."
Reviewed on Nov 2, 2024
The Old Inn On The Green
134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
$363 nightly
The price is $398 total per night from Sep 29 to Sep 30
$398 total
Sep 29 - Sep 30
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 ...
9/10 Wonderful! (89 reviews)
Fabulous stay in the Berkshires
"Wonderful 19th century inn! We had a spacious corner room with pullout sofa. We enjoyed sitting out on the beautiful balcony. Comfortable, relaxing, quiet stay. As long as you are not expecting a modern, chain-brand property, and have a car, you will enjoy this place! Note, The Old Inn is almost ..."
Reviewed on Aug 1, 2025
Seven Hills Inn
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, ...
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Reviewed on Oct 30, 2023
9 Academy
9 Academy St, Salisbury, CT
$494 nightly
The price is $568 total per night from Sep 29 to Sep 30
$568 total
Sep 29 - Sep 30
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 ...
8.6/10 Excellent! (7 reviews)
"The Loft was so beautifully decorated and every detail was perfect."
Reviewed on Oct 8, 2024
General Williams Estate House Lenox/Stockbridge
Stockbridge
This vacation home features a garden, laundry facilities, and barbecue grills.
Great Place!
"This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely ..."
Reviewed on Nov 19, 2022
Devonfield Inn B&B
85 Stockbridge Rd., Lee, MA
$399 nightly
The price is $446 total per night from Sep 29 to Sep 30
$446 total
Sep 29 - Sep 30
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 ...
9.8/10 Exceptional! (129 reviews)
"The inn has an excellent location and amenities."
Reviewed on Sep 14, 2025
33 Main
33 Main Street, Lenox, MA
$600 nightly
The price is $671 total per night from Oct 21 to Oct 22
$671 total
Oct 21 - Oct 22
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 ...
9.8/10 Exceptional! (71 reviews)
"The Inn is beautiful. Decor and rooms are well appointed. Breakfast was delicious and served in beautiful rooms. The staff is friendly and welcoming. Our room was on the first floor, and although it was pretty, it was noisy in the morning (starting very early) as it was close to the kitchen/breakfast ..."
Reviewed on Sep 1, 2025
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 Housatonic
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 Housatonic 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 Housatonic 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 Housatonic, 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 Housatonic hotel reviews by fellow wanderers
Berkshires Untold
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"It was ideal"
A verified traveler stayed at Berkshires Untold
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