A calm lake surrounded by dense evergreen trees and a few deciduous trees with autumn leaves.

Hotels in East Chatham

Q: What accommodations do travelers recommend in East Chatham?

Guests like Inn at Silver Maple Farm .

Where to?

Dates

November 2026

December 2026

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Where to stay in East Chatham?

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

1. Inn at Silver Maple Farm

East Chatham

$206 total

includes taxes & fees

Nov 22 - Nov 23

A wooden deck with white railings and hanging flower baskets.

2. Chatham Travel Lodge

Old Chatham

$125 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$104 total

includes taxes & fees

Nov 2 - Nov 3

Two Adirondack chairs facing a river with a forested hill in the background.

4. The Yankee Inn

Lenox

$118 total

includes taxes & fees

Nov 1 - Nov 2

A red building with a sign reading "Shaker Mill Inn."

5. Shaker Mill Inn

West Stockbridge

$120 total

includes taxes & fees

Nov 2 - Nov 3

6. Berkshire Travel Lodge

Austerlitz

$85 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with multiple seating areas, large windows, and a television.

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

$122 total

includes taxes & fees

Nov 4 - Nov 5

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

8. Howard Johnson by Wyndham Lenox

Lenox

$88 total

includes taxes & fees

Oct 30 - Oct 31

A hotel with a covered entrance, stone facade, and arched windows.

9. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

$126 total

includes taxes & fees

Nov 21 - Nov 22

10. Garden Gables

Lenox

$219 total

includes taxes & fees

Nov 1 - Nov 2

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

11. Courtyard by Marriott Lenox Berkshires

Lenox

$140 total

includes taxes & fees

Nov 8 - Nov 9

12. Berkshire Mountain Lodge

Pittsfield

$128 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear water, tiled floors, and a blue wall.

13. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

$113 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

14. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$133 total

includes taxes & fees

Nov 15 - Nov 16

A group of people performing yoga in an outdoor setting with grass and trees.

15. Pleasant Valley Motel West Stockbridge

West Stockbridge

$78 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

16. Element by Marriott Lenox Berkshires

Lenox

$151 total

includes taxes & fees

Nov 8 - Nov 9

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

17. Gregory House Country Inn

Averill Park

$139 total

includes taxes & fees

Oct 30 - Oct 31

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

18. Berkshires Untold

Lenox

$143 total

includes taxes & fees

Nov 29 - Nov 30

A building entrance with a large planter with purple flowers and a small tree.

19. Hotel On North

Pittsfield

$130 total

includes taxes & fees

Nov 29 - Nov 30

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

$122 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Go beyond your typical stay in East Chatham

Top landmarks in East Chatham

Meizinger Lake

Meizinger Lake is 4.4 mi (7 km) from central East Chatham, why not stop by during your stay.

See properties

Learn more about East Chatham

East Chatham is well-known for its attractions such as Meizinger Lake and Hand Hollow Conservation Area.

See all hotels in East Chatham

Check out reviews of East Chatham hotels guests love

Inn at Silver Maple Farm

East Chatham

10/10 Exceptional

Michelle

Shaker Mill Inn

West Stockbridge

10/10 Exceptional

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

Element by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Jacqueline

Hotel On North

Pittsfield

10/10 Exceptional

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Exceptional

Jenny

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Exceptional

Sheila

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

Brook Farm Inn

Lenox

10/10 Exceptional

roberta

A snow-covered outdoor area with a patio, seating, and a covered dining area.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Exceptional

Lawrence

Frequently Asked Questions

What accommodations do travelers recommend in East Chatham?

Guests like Inn at Silver Maple Farm.

Can I book a refundable hotel in East Chatham?

If you're looking for the flexibility to change your travel plans to East Chatham, most hotels offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in East Chatham if I want a vacation rental instead of a traditional hotel?

You'll find 7 vacation homes on our site.

What will the weather in East Chatham be like during my vacation?

The warmest months in East Chatham are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.

Why should I book my East Chatham hotel with Hotels.com?

There are plenty of reasons to book your East Chatham travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.