Best Resorts in East Chatham

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
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 East Chatham resorts

Dining
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Hancock
10.0 out of 10, Exceptional, (6)
"Great location, clean and perfect for a family! "
United States
Allison A.
$621 nightly
The price is $694
Dec 31 - Jan 1, 2026
Total with taxes and fees
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Chatham Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"My husband and I needed a night away between the holidaze and it was perfect! Cozy, clean and warm fireplace to nurture us during a cold snap! Shelly went above and beyond to ensure that we were comfortable and in the quietest part of the hotel. We are booking our family members there"
Sara 1-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about East Chatham

East Chatham Resorts information

Number of reviews
6
Accommodation
32 Resorts
Lowest Price
$694
Highest Price
$694

Frequently asked questions

What can I expect from a resort vacation in East Chatham?
You deserve to get away, and a resort is the perfect place to find all the services and amenities you need for a relaxing stay in East Chatham. One of the comfortable resort hotels in the surrounding area might be just what you're searching for, whether you want great restaurants on site, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort in East Chatham?
Our highest-rated resort near East Chatham: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 16 mi (25.8 km) from East Chatham. Access to a sauna, a fitness center, and a terrace.
What can I do in East Chatham?
Meizinger Lake, Hand Hollow Conservation Area, and Hand Hollow State Forest are a few of the interesting sights to visit. In the area, other attractions include Kinderhook Lake and Hancock Shaker Village.
What's the seasonal weather like in East 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 East Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around East Chatham?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12 mi (19.3 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 12.5 mi (20.1 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia