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4 Stars Hotels in Chatham, New York from CA $171

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Check availability on Chatham 4 Star Hotels

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Chatham 4-star hotels

Hiking

1. 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, (576 reviews)
"What a terrific hotel!!"
United States
JAMES
The price is CA $264
CA $298 total
includes taxes & fees
Aug 31 - Sep 1
The Wick, Hudson, A Tribute Portfolio Hotel
Exterior

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (383 reviews)
"Large, clean, comfortable suite."
United States
Rena
The price is CA $153
CA $171 total
includes taxes & fees
Aug 3 - Aug 4
The Central Downtown Inn & Suites
Front of property

3. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
United States
Barbara
The price is CA $570
CA $669 total
includes taxes & fees
Aug 13 - Aug 14
The Inn at Stockbridge
Suite, Private Bathroom (RedBird Suite) | View from room

4. 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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $463
CA $560 total
includes taxes & fees
Aug 16 - Aug 17
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

5. 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
Breakfast, lunch, dinner and brunch served

6. 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
The price is CA $463
CA $558 total
includes taxes & fees
Aug 3 - Aug 4
The Old Inn On The Green
Luxury Room, 1 King Bed, Bathtub

7. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 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 for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is CA $950
CA $1,061 total
includes taxes & fees
Sep 2 - Sep 3
33 Main
Porch

8. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 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
Front of property - evening/night

9. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $559
CA $625 total
includes taxes & fees
Sep 1 - Sep 2
Devonfield Inn B&B
Exterior detail

10. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (44 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is CA $393
CA $439 total
includes taxes & fees
Aug 27 - Aug 28
Hampton Terrace Inn
Apartment (4 Bedrooms) | Front of property

11. 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!
Laundry room

12. 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
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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
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top Chatham Hotel Reviews

Find out more about Chatham

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Chatham are calling your name. Known for providing first-rate service in amazing locations, each of the Chatham 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Chatham. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chatham, New York, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Chatham hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

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

  • Search for the lowest price from CA $171

What's the difference between 5-star and 4-star hotels in Chatham?
Treat yourself to luxury during your Chatham escape by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are typically packed with amenities, including complimentary bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your stay an even more lavish and memorable one. Round-the-clock concierge assistance, luxurious spas and gourmet dining are only the start of the superior services and conveniences you'll likely get access to.
Does Chatham have any 4-star all-inclusive resorts?
Finding your dream resort in Chatham is as simple as entering your travel dates and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodations, food, activities and entertainment, or choose a standard 4-star resort in or around this sought-after destination.

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