Compare and book 4 Star hotels in Canaan, New York

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Check availability on Canaan 4 Star Hotels

Our top choices for Canaan 4-star hotels

Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (369 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is 3.002.874 ₫
3.354.263 ₫ total
includes taxes & fees
11 Jun - 12 Jun
The Central Downtown Inn & Suites
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
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is 8.697.008 ₫
10.520.857 ₫ total
includes taxes & fees
23 Jun - 24 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is 8.929.599 ₫
9.974.283 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Devonfield Inn B&B
Front of property

Seven Hills Inn

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

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is 9.844.949 ₫
11.546.841 ₫ total
includes taxes & fees
21 Jun - 22 Jun
The Inn at Stockbridge
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.692.530 ₫
10.489.250 ₫ total
includes taxes & fees
10 Jun - 11 Jun
The Old Inn On The Green
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (301 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is 18.307.522 ₫
20.449.502 ₫ total
includes taxes & fees
14 Jun - 15 Jun
33 Main
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is 5.766.045 ₫
6.440.638 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Hampton Terrace Inn
Apartment (4 Bedrooms) | Interior

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

See all hotels in Canaan
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Canaan?
To book a 4-star hotel in Canaan that fits your budget, use Expedia's filters. Take a look at what's available during your holiday dates and use our pricing filter to set your limit. You can also sort your results by the most economical stay first.

  • Search for the lowest price from 3.354.263 ₫

What's the difference between 5-star and 4-star hotels in Canaan?
Treat yourself to luxury living during your Canaan getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities, including large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and unforgettable one. Round-the-clock concierge assistance, elegant décor and world-class dining are only the start of the superior conveniences and services you'll likely have access to.
Does Canaan have any 4-star all-inclusive resorts?
Finding holiday bliss in Canaan is as easy as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodation, food and activities, or opt for a standard 4-star resort in or around this leading destination.