Find 4 Star Hotels in Canaan, CT from $253

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Our top choices for Canaan 4-star hotels

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (958)
"Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!"
United States
Holly
$220 nightly
The price is $253
Dec 18 - Dec 19
Total with taxes and fees
The Litchfield Inn

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 10 - Dec 11
Total with taxes and fees
Devonfield Inn B&B

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 5 - Jan 6, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The White Hart

4.0 star property
Salisbury
9.6 out of 10, Exceptional, (143)
"Great charming place, friendly, helpful staff"
United States
David
$254 nightly
The price is $292
Dec 10 - Dec 11
Total with taxes and fees
The White Hart

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
Dec 15 - Dec 16
Total with taxes and fees
9 Academy

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

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

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 10 - Dec 11
Total with taxes and fees
The Old Inn On The Green

Rock Hall Luxe Lodging

4.5 star property
Winsted
10.0 out of 10, Exceptional, (4)
"The innkeepers were extememly accomadating. They made dinner reservations for us and offered suggestions of activities. Breakfast was fantastic. Before we left, we picked apples from the onsite orchard. Highly reccomended."
United States
Jessica
Rock Hall Luxe Lodging

ABC Stay - Connecticut Five Bedroom Home

4.0 star property
New Preston
ABC Stay - Connecticut Five Bedroom Home
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Canaan Four Star Hotel Information

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

Frequently asked questions

What are the best 4-star hotels in Canaan?
Unwind in comfortable luxury at The White Hart. Based on Expedia guest reviews, this is one of Canaan's most popular 4-star hotels.
How much does it cost to stay in a 4-star hotel in Canaan?
With Expedia's handy filter tool, scoring a superb deal on a 4-star hotel in Canaan just got simpler. Start by entering your chosen arrival date and length of your vacation. Then list the results by price and choose the option that best suits your style and budget.

  • Search for the lowest price from $253

What's the difference between 5-star and 4-star hotels in Canaan?
Offering a friendly guest experience and upscale décor, 4-star hotels are a terrific option for your Canaan vacation. These types of stays generally feature lots of handy amenities that make it easy to unpack and relax — think large beds, bathrobes, pools and gyms. Or live in the lap of luxury at a 5-star hotel designed to indulge you in luxury perks and amenities. On-site health clubs, oversized bathrooms and gourmet dining are typically featured at these swanky properties.

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