Find 4 Star Hotels in Chatham, NY from SAR 560

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Compare Chatham 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is SAR 560
SAR 657 total
includes taxes & fees
16 Nov - 17 Nov
Lakehouse Inn
The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
8.6 out of 10, Excellent, (503)
"The Wick is a modern, affordable hotel with anything you would want: great parking but also a 4 minute walk to the train station. Secluded but close to Warren St shopping and nightlife. Good breakfast, good coffee and a full bar and restaurant. I liked the very modern design: luxurious but masculine and streamlined. Only complaint: the railway horns do go all night. "
The price is SAR 774
SAR 863 total
includes taxes & fees
10 Dec - 11 Dec
The Wick, Hudson, A Tribute Portfolio Hotel
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (267)
"I loved all the amenities and space provided in the suite. And it was very affordable. It was like staying in an apartment. It was very clean. The bedroom wall was thin though because I could hear snoring on the other side. Pretty view of the trees in the backyard."
The Central Downtown Inn & Suites
33 Main
4.0 star property
10.0 out of 10, Exceptional, (69)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is SAR 1,314
SAR 1,468 total
includes taxes & fees
12 Dec - 13 Dec
33 Main
The Old Inn On The Green
4.0 star property
9.2 out of 10, Wonderful, (79)
"Staying here was like stepping back in time. Lovely preservation of a historic inn. Food was wonderful. Stairs challenging, but worth the effort. We felt like John and Abigail Adams! "
The price is SAR 995
SAR 1,157 total
includes taxes & fees
17 Nov - 18 Nov
The Old Inn On The Green
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (117)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is SAR 1,010
SAR 1,128 total
includes taxes & fees
20 Nov - 21 Nov
Devonfield Inn B&B
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is SAR 1,723
SAR 2,085 total
includes taxes & fees
19 Nov - 20 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1735 Stone Farmhouse
4.5 star property
10.0 out of 10, Exceptional, (3)
"1735 is an excellent little get-a-way, I booked it for my girlfriend’s birthday as a bed and breakfast and it did not disappoint. It’s nestled in a quiet area that disconnects you from the world yet is less than 20 minutes from Albany. The design, upkeep, and architecture is quite remarkable. All the finishing touches were well thought of and placed well. Seven, our host is excellent at his craft and exudes hospitality. From the moment we arrived we were welcomed with open arms. Seven was very...
1735 Stone Farmhouse
Hampton Terrace Inn
4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Hampton Terrace Inn
Modern Lakehouse Retreat by CozySuites
4.0 star property
Modern Lakehouse Retreat by CozySuites
Garden Gables Inn
4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chatham?
With Expedia’s search and sort filters, scoring a superb deal on a 4-star hotel in Chatham just got easier. Start by keying in your chosen arrival date and length of your getaway. Then list the results by price and pick a hotel that best suits your budget and style.

  • Search for the lowest price from SAR 560

What's the difference between 5-star and 4-star hotels in Chatham?
If you decide to vacation at a 4-star hotel in Chatham, you’ll typically find plenty of amenities to keep you comfortable, such as a gym, pool and restaurant. You can experience excellent service and upscale accommodations. Choose a 5-star hotel and you’ll have access to a few more perks — think on-site spas, 24-hour front desk and indulgent turndown services. You’ll most likely get more amenities and first-class services at a 5-star getaway, though both are fabulous options for luxury travelers.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream vacation in Chatham is as easy as typing in your travel details and clicking on our “All inclusive” filter. Stay and play where just about everything is already taken care of like your meals, accommodations, entertainment and activities, or go for a standard 4-star resort in or around this much-loved destination.