Find and compare 4 Star hotels in The Berkshires
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Featured The Berkshires 4 Star hotels
The Williams Inn
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Oct 5 to Oct 6
CA $313
CA $350 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (506 reviews)
"Great hotel. Food and drinks were very good. Not much to do in the town but a great place for walking."
Reviewed on Sep 21, 2025
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
The price is CA $144 per night from Oct 1 to Oct 2
CA $144
CA $161 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.6/10 Excellent! (319 reviews)
"Pet friendly and all the questions answered above."
Reviewed on Sep 9, 2025
Lakehouse Inn
615 Laurel St., Lee, MA
The price is CA $235 per night from Sep 29 to Sep 30
CA $235
CA $276 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this 4-star beach B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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
The price is CA $430 per night from Oct 8 to Oct 9
CA $430
CA $520 total
Oct 8 - Oct 9
includes taxes & fees
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
"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
The price is CA $459 per night from Sep 28 to Sep 29
CA $459
CA $553 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 4-star inn in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library ...
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
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free parking, and a garden. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
"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
General Williams Estate House Lenox/Stockbridge
Stockbridge
Stay at this vacation home in Berkshire County. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and National ...
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
Stay at this 4-star golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Greenock Country Club ...
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
The price is CA $843 per night from Oct 5 to Oct 6
CA $843
CA $942 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 4-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Library are located ...
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
Hampton Terrace Inn
91 Walker Street, Lenox, MA
The price is CA $426 per night from Sep 29 to Sep 30
CA $426
CA $476 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Reviewed on May 21, 2022
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 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
The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The room was very nice, the beds were comfortable, and it had a additional doorway out to a nice little balcony out front of the room. Breakfast was good and of course had the infamous waffle machine which is always nice. The whole area is very nice and felt very safe."
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
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