Search Guest Houses in Chatham

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Chatham guest houses

Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 15 - Dec 16
Total with taxes and fees
The Central Downtown Inn & Suites
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (269)
"The cottage was amazing. Hope to be visit again and again. "
United States
Mark M.
$185 nightly
The price is $207
Dec 12 - Dec 13
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!
Exterior
Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage
Hillsdale
10.0 out of 10, Exceptional, (17)
"Wonderful place - great location. Beautiful cottage and perfectly designed. Had everything we needed for a lone weekend."
United States
Lauren P.
$297 nightly
The price is $301
Dec 15 - Dec 16
Total with taxes and fees
Hudson valley and The Berkshires Cottage
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

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Find out more about Chatham

Chatham Guest Houses information

Number of reviews
631
Accommodation
11 Guest Houses
Lowest Price
$95
Highest Price
$301

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