Explore top 2026 4 Star Hotels in East Canaan

Name: 9 Academy
Price range: $580 total
Rating: 9.4

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Top East Canaan 4 Star hotels

The Litchfield Inn

432 Bantam Road Litchfield CT

Fully refundableReserve now, pay when you stay

$269 nightly

$309 total

Jul 8 - Jul 9

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 ...

The White Hart

15 Under Mountain Rd Salisbury CT

$343 nightly

$395 total

Jul 7 - Jul 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! (151 reviews)

"It’s an exceptional place in every aspect."

Reviewed on May 14, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

$358 nightly

$399 total

Jul 19 - Jul 20

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! (112 reviews)

"Our stay at The Inn was wonderful. Diane and staff could not have been more welcoming or helpful with great suggestions. Shopping and picnic supplies were spot on! Breakfast was delicious and more than plentiful. The pool was not available at this time, but what a beautiful setting. We’ll stay here ..."

Reviewed on Jun 30, 2026

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$439 nightly

$490 total

Jul 13 - Jul 14

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! (138 reviews)

"Excellent food and helpful staff"

Reviewed on May 13, 2026

The Old Inn On The Green

134 Hartsville-New Marlborough Rd Great Barrington MA

$363 nightly

$398 total

Jul 7 - Jul 8

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 ...

The Inn at Stockbridge

30 East Street Lee MA

$419 nightly

$468 total

Jul 19 - Jul 20

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 ...

9.8/10 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

9 Academy

9 Academy St Salisbury CT

$505 nightly

$580 total

Jul 19 - Jul 20

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! (13 reviews)

"Our suite was spectacular! There was a spacious indoor living and dining area, as well as a beautiful porch overlooking the woods and the yard below. The bed was comfortable , the bathroom suite was perfection with a gorgeous tub and a separate waterfall shower -- everything in this hotel is first ..."

Reviewed on Jun 19, 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.