Compare and book 4 Star hotels in The Berkshires, Massachusetts

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on The Berkshires 4 Star Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top The Berkshires 4 Star Hotels

The Williams Inn
Front of property – evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (459)
"Wonderful stay. Helpful, professional staff. "
The price is 6.471.696 ₫
7.228.884 ₫ total
includes taxes & fees
10 Jul - 11 Jul
The Williams Inn
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (293)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is 3.117.919 ₫
3.482.637 ₫ total
includes taxes & fees
28 Jul - 29 Jul
The Central Downtown Inn & Suites
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (267)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse Inn
The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (85)
"Beautiful room and property. Perfect weekend getaway!"
The price is 7.592.200 ₫
9.161.429 ₫ total
includes taxes & fees
8 Jul - 9 Jul
The Old Inn On The Green
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is 12.012.693 ₫
14.531.874 ₫ total
includes taxes & fees
14 Jul - 15 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seven Hills Inn
Terrace/patio

Seven Hills Inn

4.0 star property
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Seven Hills Inn
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is 12.802.282 ₫
14.300.149 ₫ total
includes taxes & fees
28 Jul - 29 Jul
33 Main
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
Hampton Terrace Inn
Seasonal outdoor pool

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
The price is 9.186.562 ₫
10.261.251 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Hampton Terrace Inn
Garden Gables Inn
Front of property – evening/night

Garden Gables Inn

4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about The Berkshires

Museums, entertainment choices and sights from Otis Ridge to Ashintully Gardens—discover it all in The Berkshires.

See all hotels in The Berkshires
The Berkshires which includes snow and snowboarding
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Frequently asked questions

What are the best 4-star hotels in The Berkshires?
If your The Berkshires break takes you to Lenox, consider Hampton Terrace Inn. With a wide range of amenities such as a terrace and a swimming pool, it gets great reviews from many Expedia guests. Another favourite here is Garden Gables Inn. It also has 4 stars and features designer toiletries and dining romance packages.
How much does it cost to stay in a 4-star hotel in The Berkshires?
With Expedia's handy filter tool, landing a top deal on a 4-star hotel in The Berkshires just got simpler. Start by entering your chosen travel dates and length of your escape. Then sort the results by price and pick the option that best fits your budget and style.

  • Search for the lowest price from 3.117.919 ₫

What's the difference between 5-star and 4-star hotels in The Berkshires?
Treat yourself to luxury living during your The Berkshires holiday by checking in to a 4-star hotel. As well as featuring upmarket surroundings, these retreats are usually packed with amenities like large beds, complimentary bathrobes and more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. Concierge assistance, elegant décor and world-class dining are only the start of the superior services and conveniences you'll likely get access to.