Chatham Hotels

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Top 10 trending Chatham hotels

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (81)
"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "
The price is P15,328
P18,497 total
includes taxes & fees
Feb 17 - Feb 18
The Old Inn On The Green

Pilgrim Inn

2.5 star property
5.8 out of 10, (302)
"room was clean heater was noisy bed was too soft pillow mattress no shampoo dont think they checked on our room after 1st night no coffee, cups room 101"
The price is P3,991
P4,458 total
includes taxes & fees
Feb 17 - Feb 18
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is P4,867
P5,437 total
includes taxes & fees
Mar 2 - Mar 3
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"Quick and easy check in! The manager was friendly and helpful. "
The price is P4,627
P5,169 total
includes taxes & fees
Mar 1 - Mar 2
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (703)
"Quiet "
The price is P3,592
P4,013 total
includes taxes & fees
Mar 2 - Mar 3
FairBridge Inn Express

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is P10,990
P12,275 total
includes taxes & fees
Feb 17 - Feb 18
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (585)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is P3,991
P4,458 total
includes taxes & fees
Feb 17 - Feb 18
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is P14,403
P16,088 total
includes taxes & fees
Feb 24 - Feb 25
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean. Very nice location. Would be beautiful in the summer. Would go there again "
The price is P6,146
P6,865 total
includes taxes & fees
Feb 23 - Feb 24
The Black Swan Lee - Lenox, Ascend Hotel Collection

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

3.5 star property
9.0 out of 10, Wonderful, (595)
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"
The price is P6,883
P8,496 total
includes taxes & fees
Feb 24 - Feb 25
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (244)
"Wonderful stay. Very relaxing. Customer experience is a truthful effort for the staff. Tranquility and relaxation are met with 5 star efforts. Thanks to Kurt for describing the impressive and living history of the Berkshires. We will definetly be there again! "
The price is P7,288
P8,548 total
includes taxes & fees
Feb 21 - Feb 22
Lakehouse Inn

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (627)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is P7,558
P8,442 total
includes taxes & fees
Feb 23 - Feb 24
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (599)
"Great location. Pleasant staff."
The price is P3,991
P4,458 total
includes taxes & fees
Feb 17 - Feb 18
Wagon Wheel Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is P4,570
P5,104 total
includes taxes & fees
Feb 17 - Feb 18
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (431)
"We had a great stay. Pool was great, room was good, the pull out couch was a little uncomfortable, but when aren't they. The game room needed updating as one arcade machine was broken. Kitchen was great in the room, and the whole hotel had a good vibe to it!"
The price is P8,040
P10,138 total
includes taxes & fees
Feb 23 - Feb 24
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Stayed here for a short drive to Stockbridge. Hotel staff were extremely friendly and helpful. We found the property extremely clean and the breakfast in the morning was a great perk! "
The price is P6,588
P7,359 total
includes taxes & fees
Feb 23 - Feb 24
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (683)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."
The price is P6,768
P7,560 total
includes taxes & fees
Mar 6 - Mar 7
Hotel On North

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Staff was great."
The price is P4,622
P5,162 total
includes taxes & fees
Mar 2 - Mar 3
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (733)
"Very nice stuff, clean, convenient and easy property. Thank you "
The price is P6,016
P6,720 total
includes taxes & fees
Feb 28 - Mar 1
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Life House Berkshires

3.5 star property
9.0 out of 10, Wonderful, (498)
"The room was really nice and clean, equipped with all the necessary things. Walking into the room which was light up and with jazz music was a nice touch. The one thing I was somewhat disappointed was the TV. I was trying to watch just regular TV live and it keep on freezing. Same thing with the music when I played it in Spotify. I would stay there again on my next visit to Lenox. "
The price is P6,169
P6,891 total
includes taxes & fees
Mar 1 - Mar 2
Life House Berkshires
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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Learn more about Chatham

Escape to Chatham! Enjoy its theater and food.

Frequently asked questions

What's the best place to stay in Chatham?

Located 16.5 mi (26.5 km) from the heart of Chatham, Life House Berkshires is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Vacation Village in the Berkshires and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires. See all available top hotels, or vacation rentals in Chatham.

If I need to cancel my hotel reservation in Chatham, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.

Where can I learn more about changing or cancelling my trip to Chatham?

To access more information about rescheduling or cancelling your trip to Chatham, head over to our customer service page.

Where is the best place to stay close to The Mac-Haydn Theatre?

Charming Farm House on 460 Acre Working Farm is one of the top choices for your stay based on our traveler data, and this property features in-room kitchens and private patios. It's located 2.6 mi (4.1 km) from The Mac-Haydn Theatre. Other good choices within 5 miles include Chatham Travel Lodge and Mile Hill B&B.

What are some accommodations with pools in Chatham?

Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires and Comfort Inn Glenmont - Albany South are a couple of other choices with an onsite pool. View all hotels with pools in Chatham.

What is the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Chatham like?

Visitors can enjoy all that Chatham has to offer including the theaters and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 26 hotels and other accommodations to choose from. Find out more about Chatham.

What should I do while I'm visiting Chatham?

A favorite place to visit is The Mac-Haydn Theatre. You'll also find Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site in the area. Check out what more to see and do in Expedia's Chatham guide.

What's the seasonal weather like in Chatham?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.