A river surrounded by autumn-colored trees and a forested hill.

Find 4 Star Hotels in Stockbridge, MA from $100

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Check availability on Stockbridge 4 Star Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Stockbridge 4-star hotels

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A modern apartment with a living room, kitchenette, and dining area.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A compact living space with a kitchenette, a dining area, and a sofa.

1. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
$89 nightly
$100 total
Oct 1 - Oct 2
Total with taxes and fees
The Central Downtown Inn & Suites
Front of property
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
Exterior
A stone fountain surrounded by trees in a park setting.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
$460 nightly
$514 total
Oct 1 - Oct 2
Total with taxes and fees
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

3. 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
Stockbridge
United States
Philippe
$559 nightly
$625 total
Oct 18 - Oct 19
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A white two-story house with a front door, windows, and a chimney.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

4. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
United States
Catherine
$363 nightly
$398 total
Oct 1 - Oct 2
Total with taxes and fees
The Old Inn On The Green
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.
A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.
A row of turquoise bicycles parked in front of a building with brown-framed windows and a white facade.
A dining room with a large wooden table, blue upholstered chairs, and a chandelier.

5. Seven Hills Inn

Seven Hills Inn
Lenox
United States
Christopher
Seven Hills Inn
A large, two-story house with a well-maintained lawn and a fence.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
$409 nightly
$457 total
Oct 25 - Oct 26
Total with taxes and fees
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A dining room with a large table set for a meal, surrounded by ornate chairs.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

7. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
United States
Kathleen
$254 nightly
$284 total
Oct 29 - Oct 30
Total with taxes and fees
Hampton Terrace Inn
A modern bathroom with a glass shower, white marble walls, and a large window.
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.
A room with a large bed, a chair, and a decorative hanging light fixture.
A neatly arranged bedroom with a large bed, a chair, and a window with a view of trees.

8. 33 Main

33 Main
Lenox
United States
Tatyana
33 Main
A wooden deck with wicker furniture and a view of a lake.
A view of a lakeside property with a deck and a white building.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A two-story house with a balcony, a front porch, and a well-maintained lawn.

9. Lakehouse Inn

Lakehouse Inn
Lee
United States
Kathleen
Lakehouse Inn
A deck with outdoor furniture, a hot tub, and a grill.
A spacious living area with a brown leather sectional sofa, a wooden coffee table, and a dining area with wooden chairs and a bar.
A kitchen with wooden cabinets, a stainless steel refrigerator, a window with a view of greenery, and a countertop with various items.
A cozy living room with a fireplace, a large window, and a dining area set for six.

10. Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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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
A stone staircase leading up to a blue arched entrance, surrounded by lush greenery and birch trees.

Top Stockbridge Hotel Reviews

Find out more about Stockbridge

The get-go of any much-needed holiday starts with choosing a destination. Stockbridge has become a popular destination with guests because it offers so much. Location is everything, but that applies to more than the town you are flying into. When you want a holiday that is incredible from start to finish, you need the ideal hotel.

Hotels as Stunning as Stockbridge

Stockbridge saw its fair share of visitors this past year. Expedia's comment section features tips that may help you narrow down your selection. When you reserve a 4-star room you can relax knowing that these properties are designed to satisfy your needs. These hotels work diligently to make the grounds and facilities pleasing during your stay. You will never need to go far for a delicious dinner, an energizing swim, or to keep up with your exercise routine. Stockbridge has marvelous lodgings that create the absolute perfect escape.

Rooms have been designed to keep your utmost comfort in mind, with amenities like in-room tea or coffee, designer bathroom products, and ultra-comfortable bedding. So, lay back and relax. Moreover, if you find yourself in need of something more, you can rest assured the staff will try their best to ensure you continue to be pleased during your time there. These hotels are so nice that you'll regret the day you have to return home.

Book a 4-Star Hotel in Stockbridge Today!

A holiday to Stockbridge should be a complete break from your daily routine. Make sure to book soon. With so few hotels, and plenty of people wanting to vacation in Stockbridge, you may miss the chance to grab the perfect place.

Frequently asked questions

What are the best 4-star hotels in Stockbridge?
Look forward to 4-star hotel comfort at Seven Hills Inn. Ranked highly by many Expedia guests, it features concierge services and a swimming pool. Also have a look at Hampton Terrace Inn. A swimming pool and a terrace help make this escape another popular pick in Stockbridge.
How much does it cost to stay in a 4-star hotel in Stockbridge?
We can help you quickly find the perfect 4-star hotel for your stay 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 few clicks.
  • Search for the lowest price from $100
What's the difference between 5-star and 4-star hotels in Stockbridge?
Offering a friendly guest experience and upmarket surroundings, 4-star hotels are an excellent option for your Stockbridge getaway. These kinds of stays generally come with loads of handy amenities that make it a breeze to unpack and recharge — think large beds, bathrobes, gyms and pools. Or live in the lap of luxury at a 5-star hotel designed to pamper with high-end perks and amenities. Round-the-clock concierge service, complimentary toiletries and world-class dining are typically featured at these deluxe retreats.

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