Aerial scene of Chatham, Ontario, Canada

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Our top choices for Chatham 4-star hotels

Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (563 reviews)
"Very unique, updated hotel! Staff was wonderful! Good to have a cafe on site! Wish the breakfast was complementary!"
United States
David
$206 nightly
The price is $233
Jun 29 - Jun 30
Total with taxes and fees
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
$114 nightly
The price is $127
Jun 21 - Jun 22
Total with taxes and fees
The Central Downtown Inn & Suites
Suite, Private Bathroom (RedBird Suite) | View from room

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 star property
Stockbridge
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
$358 nightly
The price is $399
Jul 5 - Jul 6
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
$389 nightly
The price is $435
Jun 24 - Jun 25
Total with taxes and fees
Devonfield Inn B&B
Front of property

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 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."
United States
Stephen
$379 nightly
The price is $424
Jun 23 - Jun 24
Total with taxes and fees
The Inn at Stockbridge
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$648 nightly
The price is $724
Jun 22 - Jun 23
Total with taxes and fees
33 Main
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (302 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor. Would recommend as a place to get away from it all!!"
United States
Angela
Lakehouse Inn
Breakfast, lunch, dinner and brunch served

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$363 nightly
The price is $398
Jun 21 - Jun 22
Total with taxes and fees
The Old Inn On The Green
Exterior detail

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
$219 nightly
The price is $245
Jun 23 - Jun 24
Total with taxes and fees
Hampton Terrace Inn
Laundry room

1735 Stone Farmhouse

1735 Stone Farmhouse
4.5 star property
Selkirk
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautifully restored historical house. Seven, our host, was very attentive and accommodating without being intrusive. This was a great secluded location yet quickly accessible to Albany for many dining options. The grounds are beautiful to walk. Great for a quick getaway! Will definitely consider returning. "
United States
Christopher
1735 Stone Farmhouse
Apartment (4 Bedrooms) | Interior

Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes!
4.0 star property
Hancock
Family-friendly Hancock Home: Walk to Slopes!
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Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

See all hotels in Chatham
Tracy Memorial Village Hall, Chatham, New York

Top Chatham Hotel Reviews

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

8/10 Good
"cleanliness was excellent. I stayed in a room without a window. There was a window high in the ceiling that was covered and you could not open it. I found it odd to stay in a room without a window visible. Next time I will make a request to have a window I can see out of."
Karen R 1-night trip
Posted 12 days ago
The Wick, Hudson, A Tribute Portfolio Hotel

Find out more about Chatham

Chatham Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Chatham, New York are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Chatham 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Chatham. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Chatham, New York, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Chatham hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chatham?
Expedia can help you easily locate the perfect 4-star hotel for your trip to Chatham. Use our handy filter tool to tailor your search by things like amenities, budget and property star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from $127

What's the difference between 5-star and 4-star hotels in Chatham?
If you choose to book a stay at a 4-star hotel in Chatham, you'll typically find loads of conveniences to ensure you're relaxed, such as a pool, gym and restaurant. You can enjoy high-quality service and deluxe accommodations. Choose a 5-star hotel and you'll have access to a few more bells and whistles — think on-site spas, concierge assistance and nightly turndown services. You're likely to get more amenities and first-class services at a 5-star stay, but both are fabulous options for luxury travelers.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream hotel in Chatham is as simple as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodations, meals and activities, or choose a standard 4-star resort in or around this sought-after destination.

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