Photo by William Keller

Compare and book 4 Star hotels in Stockbridge, Massachusetts

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Our top choices for Stockbridge 4-star hotels

Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.349.662 ₫
2.624.622 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Central Downtown Inn & Suites
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 4.737.739 ₫
5.556.658 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Lakehouse Inn
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Seven Hills Inn

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Business centre
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.059.391 ₫
12.169.005 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is 11.036.041 ₫
12.327.179 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
33 Main
Exterior
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is 6.917.425 ₫
7.726.782 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Terrace Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is 6.605.821 ₫
7.747.880 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.025.160 ₫
9.684.132 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Old Inn On The Green
Front of property – evening/night
Garden Gables Inn

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
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. "
United States
john
Garden Gables Inn
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Learn more about Stockbridge

Norman Rockwell's Museum showcases the artist's iconic paintings of small-town American life in his former studio. Stroll down Main Street's historic district before hiking Monument Mountain for views that inspired Nathaniel Hawthorne's literary works.

See all hotels in Stockbridge
Linwood House at the Norman Rockwell Museum Stockbridge Massachusetts USA. Significant collection of the artist's original work & memorabilia on display in his hometown.
Photo by William Keller
Open Photo by William Keller

Top Stockbridge Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Stockbridge?
Kick back and unwind in 4-star hotel comfort at Seven Hills Inn. Ranked highly by many of our guests, it offers concierge services and a swimming pool. Also take a look at Hampton Terrace Inn. A tennis court and concierge services make this escape another traveller favourite in Stockbridge.
How much does it cost to stay in a 4-star hotel in Stockbridge?
We can help you quickly find the ideal 4-star hotel for your holiday in Stockbridge. Use our handy filter tool to tailor your search by things like budget, conveniences and property star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from 2.624.622 ₫

What's the difference between 5-star and 4-star hotels in Stockbridge?
Treat yourself to luxury living during your Stockbridge getaway by staying at a 4-star hotel. As well as featuring upmarket accommodation, these properties are usually filled with amenities such as large beds, bathrobes and more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and unforgettable one. Round-the-clock concierge assistance, luxurious spas and world-class dining are a few of the superior services and conveniences you'll likely get access to.