Explore top 2026 4 Star Hotels in East Canaan

Name: 9 Academy
Price range: $507 total
Rating: 9.2

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Top East Canaan 4 Star hotels

The Litchfield Inn

432 Bantam Road Litchfield CT

$254 nightly

$292 total

Apr 21 - Apr 22

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! (980 reviews)

No spa

Reviewed on Apr 13, 2026

The White Hart

15 Under Mountain Rd Salisbury CT

$250 nightly

$287 total

Apr 22 - Apr 23

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! (149 reviews)

El desayuno fue delicioso, gran variedad. Las personas muy amables. Volveremos. Gracias por su hospitalizada y excelente servicio

Reviewed on Mar 28, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

$335 nightly

$374 total

Apr 28 - Apr 29

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! (110 reviews)

It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$299 nightly

$334 total

Apr 22 - Apr 23

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! (137 reviews)

Had a wonderful stay. The property is charming, elegant, and beautifully maintained, with a peaceful Berkshires setting. Our hosts were warm, welcoming, and made us feel right at home from the moment we arrived. Everything from the comfortable room to the thoughtful touches throughout our stay exceeded ...

Reviewed on Mar 22, 2026

The Inn at Stockbridge

30 East Street Lee MA

$238 nightly

$266 total

Apr 17 - Apr 18

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, ...

9.8/10 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.

Reviewed on Nov 24, 2025

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$336 nightly

$368 total

Apr 16 - Apr 17

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 Academy

9 Academy St Salisbury CT

$441 nightly

$507 total

Apr 27 - Apr 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 ...

9.2/10 Wonderful! (11 reviews)

Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!

Reviewed on Feb 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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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.