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Featured The Berkshires 4 Star hotels

The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $403 per night from Jul 27 to Jul 28
CA $403
CA $450 total
Jul 27 - Jul 28
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! (639 reviews)
"Great service and helpful friendly staff. Best spot to stay in town."

Reviewed on Jul 1, 2026

Opens in a new windowThe Williams Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
The price is CA $166 per night from Jul 7 to Jul 8
CA $166
CA $185 total
Jul 7 - Jul 8
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 ...
8.6/10 Excellent! (371 reviews)
"Solid experience at this hotel despite minor hiccups - room wasn't ready when we arrived, but was immaculate when it was ready, 20 mins later. Came back late and couldn't get into the main building. Battery in keypad was dying. Called the main number and within 5 mins someone showed up to let us ..."

Reviewed on Jun 30, 2026

Opens in a new windowThe Central Downtown Inn & Suites
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
The price is CA $468 per night from Jul 19 to Jul 20
CA $468
CA $567 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and ...
9.2/10 Wonderful! (112 reviews)
"Our stay at The Inn was wonderful. Diane and staff could not have been more welcoming or helpful with great suggestions. Shopping and picnic supplies were spot on! Breakfast was delicious and more than plentiful. The pool was not available at this time, but what a beautiful setting. We’ll stay here ..."

Reviewed on Jun 30, 2026

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seven Hills Inn

Seven Hills Inn

4 out of 5
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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Opens in a new windowSeven Hills Inn
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
The price is CA $951 per night from Jul 23 to Jul 24
CA $951
CA $1,063 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and National Shrine of the Divine Mercy ...
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
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
The price is CA $623 per night from Jul 15 to Jul 16
CA $623
CA $696 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this golf B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
10/10 Exceptional! (138 reviews)
"Excellent food and helpful staff"

Reviewed on May 13, 2026

Opens in a new windowDevonfield Inn B&B
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd Great Barrington MA
The price is CA $468 per night from Jul 5 to Jul 6
CA $468
CA $565 total
Jul 5 - Jul 6
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 ...
Opens in a new windowThe Old Inn On The Green
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Lee MA
The price is CA $566 per night from Jul 23 to Jul 24
CA $566
CA $663 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this B&B in Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center ...
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
Lakehouse Inn

Lakehouse Inn

4 out of 5
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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Opens in a new windowLakehouse Inn
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
The price is CA $368 per night from Jul 7 to Jul 8
CA $368
CA $411 total
Jul 7 - Jul 8
includes taxes & fees
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and National Shrine of the Divine ...
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
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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.

Recent The Berkshires hotel reviews by fellow wanderers

Berkshires Untold

Berkshires Untold

4 out of 5
Posted 7 hours ago
Travelocity Verified Review
"The decor of the room was very nice. It was a very clean and pleasant room with quality bedding and towels. The heat and humidity did not make it possible to enjoy the patio. I probably would not have used it, if our weather had permitted, because there was no umbrella or covering to protect you from the sun. The grounds need a little more lawn care and landscaping. Most importantly, travelers need to know that no elevator is provided to reach the second story guest rooms. This information should be more transparent."
A verified traveller stayed at Berkshires Untold
Berkshires Untold

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