Find and compare 4 Star hotels in The Berkshires

Name: Hampton Terrace Inn
Price range: CA $360
Rating: 9

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Featured The Berkshires 4 Star hotels

The Williams Inn

101 Spring Street Williamstown MA

CA $250

CA $279 total

Nov 2 - Nov 3

includes taxes & fees

Book a stay at this 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! (683 reviews)

"Great"

Reviewed on Sep 29, 2026

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

CA $141

CA $158 total

Oct 5 - Oct 6

includes taxes & fees

Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located ...

8.4/10 Very good! (420 reviews)

"Very nice, safe and clean large suite in a perfect location. THANKS."

Reviewed on Oct 2, 2026

The Inn at Stockbridge

30 East Street Stockbridge MA

CA $520

CA $610 total

Nov 1 - Nov 2

includes taxes & fees

Stay at this B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Arts Center are located ...

9.6/10 Exceptional! (107 reviews)

"Great property. Disappointed the pool wasn't clean despite having pool towels available."

Reviewed on Sep 22, 2026

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

CA $533

CA $645 total

Nov 1 - Nov 2

includes taxes & fees

Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

CA $413

CA $499 total

Nov 1 - Nov 2

includes taxes & fees

Stay at this inn in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located ...

Seven Hills Inn

40 Plunkett Street Lenox MA

Stay at this hotel in Lenox. Enjoy free breakfast, free parking, and a garden. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

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Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

CA $526

CA $587 total

Nov 2 - Nov 3

includes taxes & fees

Book a stay at this golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Greenock Country Club ...

10/10 Exceptional! (141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Reviewed on Sep 14, 2026

Hampton Terrace Inn

91 Walker Street Lenox MA

CA $360

CA $402 total

Nov 1 - Nov 2

includes taxes & fees

Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion and Gilded ...

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

33 Main

33 Main Street Lenox MA

Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Lenox Library are located ...

10/10 Exceptional! (76 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

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Lakehouse Inn

615 Laurel St. Lee MA

Book a stay at this 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! (303 reviews)

"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."

Reviewed on Jun 22, 2026

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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.