The Berkshires 4 Stars Hotels

    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

Top The Berkshires 4 Stars Hotels

The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (485)
"The property was spacious but still had a cozy feel. "
The price is P13,305
P14,861 total
includes taxes & fees
Sep 7 - Sep 8
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, (302)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is P6,564
P7,332 total
includes taxes & fees
Sep 1 - Sep 2
The Central Downtown Inn & Suites
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is P16,552
P19,974 total
includes taxes & fees
Aug 20 - Aug 21
The Old Inn On The Green
33 Main
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 P34,878
P38,959 total
includes taxes & fees
Aug 22 - Aug 23
33 Main
Seven Hills Inn
Front of property

Seven Hills Inn

4.0 star property
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
Seven Hills Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

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 P23,571
P28,514 total
includes taxes & fees
Aug 31 - Sep 1
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Hampton Terrace Inn
Exterior

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!"
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

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

See all hotels in The Berkshires
The Berkshires showing snow boarding and snow
Photo by Photo courtesy of Berkshire Visitors Bureau
Open Photo by Photo courtesy of Berkshire Visitors Bureau

Top The Berkshires Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
" Beautiful hotel! "
Heather 2-night trip
Posted 7 days ago
The Williams Inn

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 favorite 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 P6,564

What's the difference between 5-star and 4-star hotels in The Berkshires?
Treat yourself to luxury living during your The Berkshires vacation 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.