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

Search Inns in Chatham

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Chatham inns

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

1. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (139 reviews)
"Great place to stay. The room was clean, the bed was very comfortable."
United States
Brian
$125 nightly
The price is $139
Sep 30 - Oct 1
Total with taxes and fees
Gregory House Country Inn
A room with a large sliding glass door leading to a balcony with cherry blossom trees.

2. Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (116 reviews)
"Great bar and restaurant right on property."
United States
Lori
$198 nightly
The price is $224
Oct 4 - Oct 5
Total with taxes and fees
Wm. Farmer & Sons
A dining area with round tables set for two, a fireplace, and a mural on the wall.

3. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (93 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$363 nightly
The price is $398
Sep 29 - Sep 30
Total with taxes and fees
The Old Inn On The Green
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chatham Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"This was an amazing property with a lot to offer"
Ciarra 2-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Find out more about Chatham

Chatham Inns information

Number of reviews
139
Accommodation
6 Inns
Lowest Price
$139
Highest Price
$398

Frequently asked questions

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We think that vacations should be a breeze, so if you're seeking Chatham inns at a competitive price, Expedia is here to help. Keep costs down and stay in a low-priced inn, or splurge and book a 5-star option to spoil the ones you love most.
How can I find cheap Chatham inns?
You can find cheap Chatham inns on Expedia by entering your destination and dates into the search box. Then, narrow your search by budget and star rating. You can also sort your results by price so that the cheapest options appear at the top of the page.
What is there to do in Chatham around my inn?
The ideal travel accessory is a well-planned to-do list. The Mac-Haydn Theatre is an excellent place to kick off your exploration of Chatham.

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