Explore top 2026 4 Star Hotels in East Chatham

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Top East Chatham 4 Star hotels

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

4 out of 5
41 Cross Street Hudson NY
$197 nightly
The price is $223 total per night from Sep 1 to Sep 2
$223 total
Sep 1 - Sep 2
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
8.8/10 Excellent! (581 reviews)
"They were able to accommodate last minute booking either a very good rate for the size of the room. This place was honestly perfect for 3 of us traveling with 2 dogs in 1 room- spacious really clean very dog friendly though you couldn’t tell there were any dogs prior to us or around the hotel. Antique ..."

Reviewed on Aug 18, 2026

Opens in a new windowThe Wick, Hudson, A Tribute Portfolio Hotel
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$91 nightly
The price is $102 total per night from Sep 3 to Sep 4
$102 total
Sep 3 - Sep 4
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...
8.6/10 Excellent! (394 reviews)
"Beware: Call to confirm/clarify how many beds are in your unit. We reserved a 2 Queen bed unit. We got in around midnight and we had 1 bedroom with only 1 Queen bed. There is no on-site management. I called and texted to the number they had provided however, received a “we’re closed” voicemail only. ..."

Reviewed on Aug 18, 2026

Opens in a new windowThe Central Downtown Inn & Suites
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street Stockbridge MA
$396 nightly
The price is $442 total per night from Sep 13 to Sep 14
$442 total
Sep 13 - Sep 14
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! (102 reviews)
"This is an amazing place. A family-run Inn, with beautiful rooms, excellent breakfast food, and a beautifully maintained property with all the amenities I could want. I was particularly impressed with the shower, it had a massaging water flow that I have never seen before. I was also impressed with ..."

Reviewed on Aug 16, 2026

Opens in a new windowThe Inn at Stockbridge
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
$358 nightly
The price is $399 total per night from Aug 31 to Sep 1
$399 total
Aug 31 - Sep 1
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! (114 reviews)
"Very lovely beautiful Room and property The outside pool was not available"

Reviewed on Jul 30, 2026

Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seven Hills Inn

Seven Hills Inn

4 out of 5
40 Plunkett Street Lenox MA
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, ...
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Opens in a new windowSeven Hills Inn
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$692 nightly
The price is $773 total per night from Sep 2 to Sep 3
$773 total
Sep 2 - Sep 3
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living ...
10/10 Exceptional! (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion ..."

Reviewed on Jul 27, 2026

Opens in a new window33 Main
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street Lenox MA
$221 nightly
The price is $247 total per night from Sep 10 to Sep 11
$247 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features an outdoor tennis court and a seasonal outdoor pool. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free ...
9/10 Wonderful! (44 reviews)
"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house."

Reviewed on Mar 3, 2026

Opens in a new windowHampton Terrace Inn
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a ...
9.6/10 Exceptional! (303 reviews)
"Our stay at the Lakehouse was fabulous--even though a cold and rainy weekend in May. I want to return to be able to take advantage of the kayaks on the beautiful Lake Laurel! Everything was perfect: lovely room, delicious breakfast, great location near Melville's house at Pittsfield and the Hancock ..."

Reviewed on Jun 22, 2026

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Opens in a new windowLakehouse Inn
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$389 nightly
The price is $435 total per night from Sep 3 to Sep 4
$435 total
Sep 3 - Sep 4
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! (140 reviews)
"The owners are so nice!!! Tha property is beautiful and the people that play the piano and sing during the day is the most relaxing and incredible experience!!!!"

Reviewed on Aug 4, 2026

Opens in a new windowDevonfield Inn B&B
Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!

4 out of 5
Hancock MA
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and barbecue grills. ...
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Opens in a new windowFamily-friendly Hancock Home: Walk to Slopes!
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4 Star Hotels East Chatham

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 Chatham 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 Chatham 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 Chatham, 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 Chatham hotel reviews by fellow wanderers

Vacation Village in the Berkshires

Vacation Village in the Berkshires

4 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Large resort with many amenities -- 2 pools, grills, volleyball court, extensive walking paths. GREAT for a family of kids since there are a lot of events planned for them by resort. Beautiful setting. Our two-suite rental roomy, comfortable, well-equipped. Have come here for years. Love little balcony overlooking greenery AND gas fireplace."
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires

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