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

Hotels in East Chatham

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in East Chatham?

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

A wooden interior with a table, chair, and a view of a red barn through an open door.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

1. Inn at Silver Maple Farm

East Chatham

$174

$195 total

includes taxes & fees

Nov 8 - Nov 9

A wooden deck with white railings and hanging flower baskets.

A two-story building with a balcony, a red door, and a staircase leading to the second floor.

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

A hotel room with two queen beds, a desk, a chair, a lamp, and a window with curtains.

2. Chatham Travel Lodge

Old Chatham

$112

$125 total

includes taxes & fees

Oct 11 - Oct 12

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

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$93

$104 total

includes taxes & fees

Nov 1 - Nov 2

4. Berkshire Travel Lodge

Austerlitz

$75

$84 total

includes taxes & fees

Oct 11 - Oct 12

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

5. The Yankee Inn

Lenox

$106

$118 total

includes taxes & fees

Nov 1 - Nov 2

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

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

6. Shaker Mill Inn

West Stockbridge

$136

$149 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.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

7. Courtyard by Marriott Lenox Berkshires

Lenox

$126

$140 total

includes taxes & fees

Nov 1 - Nov 2

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

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

$114

$127 total

includes taxes & fees

Nov 7 - Nov 8

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

A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

A spacious living room with a stone fireplace, large windows, and modern furniture.

A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

9. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

$114

$126 total

includes taxes & fees

Oct 29 - Oct 30

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

A modern cafe with a counter, seating area, and large windows.

A snack bar with shelves of snacks and a refrigerated display.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

Pittsfield

$107

$120 total

includes taxes & fees

Nov 8 - Nov 9

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

A hotel room with a bed, two chairs, a small table, and a lamp.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

A reception desk with a framed floral painting, a deer head, and a sign about pets.

11. Pleasant Valley Motel West Stockbridge

West Stockbridge

$77

$84 total

includes taxes & fees

Oct 11 - Oct 12

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A spacious lobby with a fireplace, seating area, and a bar.

12. Berkshire Mountain Lodge

Pittsfield

$95

$128 total

includes taxes & fees

Nov 8 - Nov 9

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

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

13. Howard Johnson by Wyndham Lenox

Lenox

$79

$88 total

includes taxes & fees

Oct 18 - Oct 19

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

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

14. Element by Marriott Lenox Berkshires

Lenox

$143

$160 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A spacious living room with a large sofa, a coffee table, and a fireplace.

A hotel patio with outdoor seating and a fire pit.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

15. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$128

$143 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

A wooden deck with a staircase leading to a covered porch.

A wooden deck with a staircase leading to a porch, a white door, and hanging flower baskets.

16. Micosta Leisure Inn

Hudson

$113

$127 total

includes taxes & fees

Oct 13 - Oct 14

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

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A cozy library with bookshelves, a fireplace, and comfortable seating.

17. Berkshires Untold

Lenox

$136

$152 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A motel with a parking lot, a swimming pool, and outdoor seating.

18. Berkshire Inn

Pittsfield

$86

$96 total

includes taxes & fees

Oct 12 - Oct 13

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

19. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

$98

$109 total

includes taxes & fees

Nov 6 - Nov 7

A modern hotel lobby with seating areas, tables, and a reception desk.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A breakfast area with a counter, coffee machine, and a display of pastries.

A kitchenette with a microwave, coffee maker, and coffee cups.

20. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

$99

$111 total

includes taxes & fees

Nov 8 - Nov 9

View all properties

Go beyond your typical stay in East Chatham

Top landmarks in East Chatham

Hand Hollow Conservation Area

Hand Hollow Conservation Area is 4.5 mi (7.2 km) from central East Chatham, why not stop by during your stay.

See properties

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

Chatham Travel Lodge

Old Chatham

10/10 Exceptional

Anonymous traveler

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Exceptional

Colton

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

Pittsfield

10/10 Exceptional

Bruce

Element by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Susan

Micosta Leisure Inn

Hudson

10/10 Exceptional

marisa

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Exceptional

Jenny

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

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

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

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

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

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

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Exceptional

Lawrence

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

A lodge with a large building and a dock by a lake, surrounded by forest.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A dining area with large windows, wooden furniture, and a view of a lake.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Exceptional

Sheila

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

A hallway with a staircase, a framed painting, a mirror, and a potted plant.

A two-story building with a brick facade and a flat roof.

A modern interior with a round mirror reflecting a dining area, a large vase, and a guitar.

Howard Hotel

Hudson

10/10 Exceptional

Eve

A modern interior with a brick fireplace, comfortable seating, and large windows offering views of the outdoors.

A modern bar area with a long counter, multiple stools, and a seating area with a large potted plant and a table with a vase.

A modern building with large glass windows and a flat roof.

voco James Newbury Hudson Valley by IHG

Coxsackie

10/10 Exceptional

Amy

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

A cozy living room with a leather sofa, a wooden coffee table with a vase of flowers, and a staircase leading to an upper level.

An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.

Gregory House Country Inn

Averill Park

10/10 Exceptional

MYLES

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.