Photo by Janine Edmondson

Find 4 Star Hotels in Hinsdale, MA from $105

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Check availability on Hinsdale 4 Star Hotels

Tonight
Dec 23 - Dec 24
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Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Hinsdale 4-star hotels

Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (553)
"staff was great"
United States
Tim
$195 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Williams Inn
Balcony
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
$171 nightly
The price is $191
Jan 16 - Jan 17, 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
Suite, Private Bathroom (RedBird Suite) | View from room
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 6 - Jan 7, 2026
Total with taxes and fees
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
$360 nightly
The price is $403
Jan 19 - Jan 20, 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 detail
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
Front of property
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
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 Hinsdale

Tucked in the Berkshires, this small town offers peaceful hiking trails and fishing at Plunkett Lake during summer months. History buffs can explore the Hinsdale Museum while nearby Pittsfield's Colonial Theatre hosts performances worth the short trip.

See all hotels in Hinsdale
Had to wait on the light to get just right...totality worth it!!! #InStone
Photo by Janine Edmondson
Open Photo by Janine Edmondson

Top Hinsdale Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 2 weeks ago
The Williams Inn

Find out more about Hinsdale

Hinsdale Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Hinsdale, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Hinsdale 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 Hinsdale. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Hinsdale, 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 Hinsdale hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Hinsdale?
With Expedia's handy filter tool, bagging a fabulous deal on a 4-star hotel in Hinsdale just got easier. Start by keying in your chosen travel dates and length of your break. Then list the results by price and pick the option that best suits your style and budget.

  • Search for the lowest price from $105

What's the difference between 5-star and 4-star hotels in Hinsdale?
Give yourself the luxury treatment during your Hinsdale escape by staying at a 4-star hotel. As well as featuring upmarket surroundings, these retreats are typically filled with amenities such as bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. Round-the-clock concierge assistance, elegant décor and world-class dining are a few of the exclusive services and conveniences you'll likely get access to.
Does Hinsdale have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream hotel in Hinsdale where everything is taken care of, from your meals to your room, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.

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