Explore top 2026 4 Star Hotels in East Canaan

Name: 9 Academy
Price range: $683 total
Rating: 9.4

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Top East Canaan 4 Star hotels

The Litchfield Inn

432 Bantam Road Litchfield CT

$355 nightly

$409 total

Oct 6 - Oct 7

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 ...

9.2/10 Wonderful! (1,007 reviews)

"The personell at the Inn were excellent, couldn't do enough for you. The room was clean and well maintained. The breakfast was great!!"

Reviewed on Sep 26, 2026

The White Hart

15 Under Mountain Rd Salisbury CT

$450 nightly

$518 total

Oct 7 - Oct 8

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 ...

9.8/10 Exceptional! (154 reviews)

"Restaurant was amazing and staff was awesome"

Reviewed on Sep 8, 2026

The Inn at Stockbridge

30 East Street Stockbridge MA

$460 nightly

$514 total

Sep 30 - Oct 1

Total with taxes and fees

This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free ...

9.6/10 Exceptional! (107 reviews)

"Great property. Disappointed the pool wasn't clean despite having pool towels available."

Reviewed on Sep 22, 2026

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

$559 nightly

$625 total

Oct 18 - Oct 19

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 ...

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$363 nightly

$398 total

Oct 1 - Oct 2

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 ...

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$409 nightly

$457 total

Oct 25 - Oct 26

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 ...

10/10 Exceptional! (141 reviews)

"Wonderful location and hosts are amazing. Breakfast was great. Clean."

Reviewed on Sep 14, 2026

9 Academy

9 Academy St Salisbury CT

$594 nightly

$683 total

Oct 4 - Oct 5

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 ...

9.4/10 Exceptional! (15 reviews)

"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."

Reviewed on Sep 22, 2026

Rock Hall Luxe Lodging

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. ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.