A city street with buildings, parked cars, and solar panels.

Chatham 4 Stars Hotels

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Our top choices for Chatham 4-star hotels

An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.

1. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
4.5 star property
Hudson
8.6 out of 10, Excellent, (104 reviews)
"Spa was lovely."
United States
Leandro
The price is NT$6,677
NT$9,030 total
includes taxes & fees
Dec 7 - Dec 8
Pocketbook Hotel and Bath
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is NT$3,192
NT$3,565 total
includes taxes & fees
Nov 22 - Nov 23
The Central Downtown Inn & Suites
A modern reception area with a wooden reception desk, large windows, and a view of the cityscape.

3. 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, (598 reviews)
"Very spacious and comfortable room with great bedding. One of the elevators was out of service and the staff went beyond to help us get our luggage to our room. Great staff and town to walk."
United States
Yolanda
The price is NT$7,063
NT$7,981 total
includes taxes & fees
Nov 19 - Nov 20
The Wick, Hudson, A Tribute Portfolio Hotel
An indoor dining area with a central table and chairs, surrounded by a decorative archway and greenery.

4. 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
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

5. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is NT$12,112
NT$13,529 total
includes taxes & fees
Nov 19 - Nov 20
Devonfield Inn B&B
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

6. Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (45 reviews)
"Comfortable bed. Quiet location. Excellent breakfast. Friendly host."
United States
Kathleen
The price is NT$7,546
NT$8,429 total
includes taxes & fees
Nov 11 - Nov 12
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.

7. 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
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NT$12,536
NT$15,165 total
includes taxes & fees
Nov 26 - Nov 27
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining area with round tables set for two, a fireplace, and a mural on the wall.

8. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is NT$9,519
NT$11,486 total
includes taxes & fees
Nov 16 - Nov 17
The Old Inn On The Green
A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

9. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
33 Main
A wooden deck with wicker furniture and a view of a lake.

10. Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (303 reviews)
"Staff wonderful, homemade breakfasts, outstanding experience!"
United States
Kathleen
Lakehouse Inn
Front of property

11. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is NT$7,969
NT$9,346 total
includes taxes & fees
Nov 19 - Nov 20
The Inn at Stockbridge
A rustic kitchen with wooden beams, a sink, and a washing machine.

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

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 NT$3,565

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.

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