Find 4 Star Hotels in West Stockbridge, MA from $105

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Check availability on West Stockbridge 4 Star Hotels

Tonight
Dec 24 - Dec 25
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Dec 25 - Dec 26
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Dec 26 - Dec 28
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Jan 2 - Jan 4

Our top choices for West Stockbridge 4-star hotels

Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (546)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
$210 nightly
The price is $237
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Wick, Hudson, A Tribute Portfolio Hotel
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, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$94 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
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
$192 nightly
The price is $214
Jan 15 - Jan 16, 2026
Total with taxes and fees
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
$349 nightly
The price is $390
Dec 25 - Dec 26
Total with taxes and fees
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 center
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
$414 nightly
The price is $462
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
John Harney Suite | Minibar, desk, iron/ironing board, free WiFi
The White Hart

The White Hart

The White Hart
4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
$288 nightly
The price is $331
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White Hart
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds
9 Academy

9 Academy

9 Academy
4.0 star property
Salisbury
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
$494 nightly
The price is $568
Jan 5 - Jan 6, 2026
Total with taxes and fees
9 Academy
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
$381 nightly
The price is $426
Jan 15 - Jan 16, 2026
Total with taxes and fees
33 Main
Exterior
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (111)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge
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
$219 nightly
The price is $245
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
$336 nightly
The price is $368
Dec 25 - Dec 26
Total with taxes and fees
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 West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

See all hotels in West Stockbridge
Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

10/10 Excellent
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
Carell 2-night trip
Posted 3 weeks ago
The Wick, Hudson, A Tribute Portfolio Hotel

Find out more about West Stockbridge

West Stockbridge Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in West Stockbridge, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the West Stockbridge 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in West Stockbridge. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in West Stockbridge, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star West Stockbridge hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in West Stockbridge?
Relax in 4-star hotel comfort at Seven Hills Inn. Ranked highly by many Expedia guests, it offers concierge services and a terrace. Also take a look at Hampton Terrace Inn. Concierge services and a terrace make this stay another popular choice in West Stockbridge.
How much does it cost to stay in a 4-star hotel in West Stockbridge?
To book a 4-star hotel in West Stockbridge that fits your budget, use Expedia's filters. Take a look at the availability during your travel dates and use our pricing filter to set your limit. You can also sort your results by the most economical escape first.

  • Search for the lowest price from $105

What's the difference between 5-star and 4-star hotels in West Stockbridge?
Offering a welcoming guest experience and upscale surroundings, 4-star hotels are a wonderful option for your West Stockbridge trip. These types of accommodations generally feature lots of handy amenities that make it simple to kick back and relax — think complimentary bathrobes, pools and restaurants. Or live in the lap of luxury at a 5-star hotel designed to indulge you in luxury perks and amenities. 24-hour front desk, premium toiletries and gourmet dining are typically featured at these plush properties.

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