Explore top 2025 4 Star Hotels in East Canaan

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Top East Canaan 4 Star hotels

The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $327 total per night from Nov 18 to Nov 19
$327 total
Nov 18 - Nov 19
Total with taxes and fees
A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
9/10 Wonderful! (947 reviews)
Upscale. Clean and quiet.

Reviewed on Oct 7, 2025

Opens in a new windowThe Litchfield Inn
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 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
$335 nightly
The price is $374 total per night from Nov 9 to Nov 10
$374 total
Nov 9 - Nov 10
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
9.2/10 Wonderful! (83 reviews)
My husband and I thoroughly enjoyed our stay at the Stockbridge Inn. Diane, the owner, greeted us warmly and escorted us to our room. Our accommodations were comfortable, warm and spacious and quiet enough for us to have a good night sleep. Diane was very helpful in recommending other accommodations ...

Reviewed on Oct 12, 2025

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The White Hart

The White Hart

4 out of 5
15 Under Mountain Rd, Salisbury, CT
$296 nightly
The price is $340 total per night from Oct 29 to Oct 30
$340 total
Oct 29 - Oct 30
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
9.6/10 Exceptional! (141 reviews)
Amazing stay. Incredible staff, attention to detail. Beyond expectations

Reviewed on Oct 2, 2025

Opens in a new windowThe White Hart
9 Academy

9 Academy

4 out of 5
9 Academy St, Salisbury, CT
$494 nightly
The price is $568 total per night from Oct 27 to Oct 28
$568 total
Oct 27 - Oct 28
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on ...
8.6/10 Excellent! (7 reviews)
The Loft was so beautifully decorated and every detail was perfect.

Reviewed on Oct 8, 2024

Opens in a new window9 Academy
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

4 out of 5
Stockbridge
This vacation home features a garden, laundry facilities, and barbecue grills.
Great Place!
This was a great place to house our family of 12 during the weekend of our daughter’s wedding. There was plenty of space for everyone to gather. The beds were comfortable and all the bedrooms upstairs had their own bathroom - so nice! The house made our weekend extra special. Definitely ...

Reviewed on Nov 19, 2022

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Opens in a new windowGeneral Williams Estate House Lenox/Stockbridge
The Old Inn On The Green

The Old Inn On The Green

4 out of 5
134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
$336 nightly
The price is $368 total per night from Nov 2 to Nov 3
$368 total
Nov 2 - Nov 3
Total with taxes and fees
This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free ...
9/10 Wonderful! (90 reviews)
Beautiful Inn and outstanding chef

Reviewed on Oct 3, 2025

Opens in a new windowThe Old Inn On The Green
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd., Lee, MA
$379 nightly
The price is $423 total per night from Nov 4 to Nov 5
$423 total
Nov 4 - Nov 5
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...
9.8/10 Exceptional! (132 reviews)
Great place!!!

Reviewed on Oct 12, 2025

Opens in a new windowDevonfield Inn B&B
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street, Lee, MA
$364 nightly
The price is $407 total per night from Nov 2 to Nov 3
$407 total
Nov 2 - Nov 3
Total with taxes and fees
This bed & breakfast features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, ...
9.6/10 Exceptional! (98 reviews)
We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!

Reviewed on Feb 18, 2025

Opens in a new windowThe Inn at Stockbridge
Rock Hall Luxe Lodging

Rock Hall Luxe Lodging

4.5 out of 5
19 Rock Hall Road, Winsted, CT
This bed & breakfast features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
Rock Hall
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.

Reviewed on Oct 20, 2010

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Opens in a new windowRock Hall Luxe Lodging
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4 Star Hotels East Canaan

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in East Canaan 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in East Canaan will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in East Canaan, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent East Canaan hotel reviews by fellow wanderers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"An amazing service the staff is very friendly and helpful, it’s a nice location and a great place "
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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