East Chatham Hotels from S$102

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Filter by

Guest rating
Guest rating
Property class

Top 10 trending East Chatham hotels

Our top choices for East Chatham hotels

Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (91)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is S$300
includes taxes & fees
2 Sept - 3 Sept
Inn at Silver Maple Farm
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is S$181
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (694)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is S$230
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is S$179
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is S$233
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (528)
"Great place , love it, will return"
The price is S$209
includes taxes & fees
17 Sept - 18 Sept
The Constance by the Lenox Collection
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Wonderful old inn; chock full of charm."
The price is S$322
includes taxes & fees
26 Aug - 27 Aug
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (706)
"Pleasant stay"
The price is S$149
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Comfort Inn & Suites East Greenbush - Albany
Lobby

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1009)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is S$152
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn & Suites East Greenbush - Albany
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (592)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1971)
"Beautiful location!"
The price is S$169
includes taxes & fees
28 Aug - 29 Aug
Vacation Village in the Berkshires
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (626)
"It was lovely!"
The price is S$91
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (23)
"Brand new hotel. Really nice staff. Great location to Tanglewood and great rates. "
The price is S$193
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hyatt Place Albany/Downtown
Reception

Hyatt Place Albany/Downtown

3.0 star property
9.0 out of 10, Wonderful, (1132)
"Overnight stay in great location. "
The price is S$151
includes taxes & fees
1 Sept - 2 Sept
Hyatt Place Albany/Downtown
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (545)
"Excellent location, friendly service, clean, comfortable room."
The price is S$107
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Wonderful ambience and people!"
The price is S$236
includes taxes & fees
1 Sept - 2 Sept
The Whitlock
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (865)
"Consistently a clean room with welcoming staff."
The price is S$156
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (438)
"Property is close to Tanglewood Musical Venues. Parking is easy. The rooms are impeccably clean and the office manger was curteous."
Berkshire Travel Lodge
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (769)
"Close to our target event a plus"
The price is S$102
includes taxes & fees
8 Sept - 9 Sept
FairBridge Inn Express
Chatham Travel Lodge
Exterior

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (196)
"Nice and quiet"
The price is S$166
includes taxes & fees
26 Aug - 27 Aug
Chatham Travel Lodge
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about East Chatham

Tucked between the Berkshires and Catskills, this charming hamlet offers peaceful hiking trails and the scenic Shaker Swamp Conservancy. Visitors can browse local art at the East Chatham Food Company or catch performances at PS21, a converted apple orchard performance space.

See all hotels in East Chatham

Top East Chatham Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The staff at Vacation Village are simply amazing! Super nice and very helpful. Very clean, lots of amenities, and spacious rooms! Will definitely stay again! "
Sandra 1-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Frequently asked questions

What's the best place to stay in East Chatham?

Inn at Silver Maple Farm is one of the top choices for your stay based on our traveller data. This B&B offers free breakfast and free parking. Two other choices for your trip to the area are Vacation Village in the Berkshires and Hyatt Place Albany/Downtown. See all available top hotels, or vacation rentals in East Chatham.

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

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in East Chatham.

What are some hotels with pools in East 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. Berkshire Mountain Lodge and Four Points by Sheraton Albany are a couple of other choices that feature an on-site pool. View all hotels with pools in East Chatham.

What is staying in East Chatham like?

Travellers to East Chatham will find plenty to explore and enjoy. In East Chatham, there are 11 hotels and other accommodation options to choose from. Find out more about East Chatham.

What should I do while I'm visiting East Chatham?

Favourite places to visit include Hand Hollow Conservation Area, Meizinger Lake and Hand Hollow State Forest. You'll also find Queechy Lake and Furnace Brook Winery at Hilltop Orchards in the area. Take a look at what more there is to see and do in Expedia's East Chatham guide.

What's the weather like in East Chatham?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in East Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.