East Chatham Holiday Rentals, New York: Private House Rentals

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

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Our top choices for East Chatham hotels

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

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

1. Inn at Silver Maple Farm

East Chatham

Linda

4.512.168 ₫

5.053.628 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

2. Chatham Travel Lodge

Old Chatham

andrew

2.898.705 ₫

3.246.239 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

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

3. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

2.422.628 ₫

2.706.076 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

4. The Yankee Inn

Lenox

Basil

2.747.096 ₫

3.068.506 ₫ total

includes taxes & fees

1 Nov - 2 Nov

5. Berkshire Travel Lodge

Austerlitz

Kris

1.749.071 ₫

1.958.991 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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.

6. Shaker Mill Inn

West Stockbridge

Steven

3.397.092 ₫

3.726.610 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, a desk, a chair, a television, a window with curtains, and an air conditioning unit.

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

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

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

2.841.689 ₫

3.174.166 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

8. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

3.257.319 ₫

3.638.425 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

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.

9. Berkshires Untold

Lenox

Madhavi R

3.373.983 ₫

3.768.739 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel patio with outdoor seating and a fire pit.

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

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

10. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.314.138 ₫

3.701.841 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

11. Berkshire Mountain Lodge

Pittsfield

2.221.585 ₫

3.060.473 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

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

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

Pittsfield

Ginger

2.565.684 ₫

2.865.869 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

A dining area with a glass table, red walls, and framed artwork.

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.

13. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

3.976.965 ₫

4.561.579 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

14. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.047.364 ₫

2.286.906 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.

15. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Sean

2.841.689 ₫

3.154.273 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A covered porch with wicker furniture and hanging flower baskets.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

16. The Red Lion Inn

Stockbridge

Stephan

4.082.289 ₫

5.847.423 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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.

17. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

1.776.023 ₫

1.948.297 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

18. Element by Marriott Lenox Berkshires

Lenox

Kirsty

3.705.988 ₫

4.139.588 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

19. Vacation Village in the Berkshires

Williamstown

Pofen

2.082.143 ₫

2.610.052 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A large house with a covered patio area featuring outdoor seating and a fire pit.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

20. The Whitlock

Lenox

Michael

3.734.208 ₫

4.171.110 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular East Chatham attractions

Meizinger Lake

Commune with nature and explore the great outdoors at Meizinger Lake during your travels in East Chatham.

See properties

Hand Hollow Conservation Area

You can take time to visit Hand Hollow Conservation Area during your travels to East Chatham.

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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

Hilton Albany

10/10 Excellent

"Everything was great & Will be back"

The Yankee Inn

10/10 Excellent

"This is a gem of a small hotel/motel. Super comfortable rooms, updated bathrooms, and well done self serve breakfast included. Also has an indoor pool and an outdoor pool during the season. And a very nice hiking trail off of the back. An excellent change from the Run of the middle courtyard Marriott!"

Comfort Inn & Suites East Greenbush - Albany

8/10 Good

"The room was pretty decent for the price point - everything was clean, the beds were super comfortable, and the room was spacious. I wasn’t very impressed with the staff we interacted with - the woman working the front desk when I checked in didn’t acknowledge me (or even look up from what she was doing) for an awkward amount of time even though I was standing directly in front of her. We wished the room would have had extra linens, a blanket, and pillows for the pull-out bed so we didn’t have to go get them ourselves. We did ask for a blanket for the pull-out bed and weren’t given one. Not a huge deal, but not super helpful or friendly service. The breakfast was nothing spectacular but probably pretty standard. It did the trick and I’m not one to complain about a complimentary meal."

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

10/10 Excellent

"Very clean and nice options for breakfast. Helpful staff."

Berkshires Untold

8/10 Good

"Enjoyed the view and the aesthetic"

Hyatt Place Albany/Downtown

10/10 Excellent

"Everything"

Vacation Village in the Berkshires

10/10 Excellent

"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"

Hotel On North

10/10 Excellent

"Lovely clean spacious hotel with friendly staff!"

The Red Lion Inn

8/10 Good

"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."

More cheap stays in East Chatham

Albany Plaza Hotel

3 Watervliet Ave Ext, Albany, NY 12206 Albany NY

1.399.464 ₫

1.602.385 ₫ total

18 Oct - 19 Oct

includes taxes & fees

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.609.384 ₫

1.797.682 ₫ total

18 Oct - 19 Oct

includes taxes & fees

5.4/10 (923 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

2.011.341 ₫

2.246.668 ₫ total

10 Nov - 11 Nov

includes taxes & fees

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY

2.358.356 ₫

2.700.318 ₫ total

9 Nov - 10 Nov

includes taxes & fees

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY

2.621.403 ₫

3.001.506 ₫ total

5 Nov - 6 Nov

includes taxes & fees

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY

2.951.832 ₫

3.379.847 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.8/10 Excellent! (1,052 reviews)

Hotels in East Chatham with star rating

Frequently asked questions

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.

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Book Hotels in East Chatham on Expedia.com

Find hotels in East Chatham, NY from 1.602.385 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in East Chatham

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for East Chatham hotels

1. Inn at Silver Maple Farm

2. Chatham Travel Lodge

3. Best Western Plus Berkshire Hills Inn & Suites

4. The Yankee Inn

5. Berkshire Travel Lodge

6. Shaker Mill Inn

7. Hampton Inn & Suites Berkshires-Lenox

8. Courtyard by Marriott Lenox Berkshires

9. Berkshires Untold

10. Hilton Garden Inn Lenox Pittsfield

11. Berkshire Mountain Lodge

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

13. The Cornell Inn, Lenox & The Berkshires

14. Howard Johnson by Wyndham Lenox

15. Comfort Inn & Suites East Greenbush - Albany

16. The Red Lion Inn

17. Pleasant Valley Motel West Stockbridge

18. Element by Marriott Lenox Berkshires

19. Vacation Village in the Berkshires

20. The Whitlock

Stay near popular East Chatham attractions

Meizinger Lake

Hand Hollow Conservation Area

Learn more about East Chatham

Top East Chatham Hotel Reviews

Hilton Albany

The Yankee Inn

Comfort Inn & Suites East Greenbush - Albany

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

Berkshires Untold

Hyatt Place Albany/Downtown

Vacation Village in the Berkshires

Hotel On North

The Red Lion Inn

More cheap stays in East Chatham

Albany Plaza Hotel

FairBridge Inn Express

Quality Inn Great Barrington

Comfort Inn Glenmont - Albany South

Country Inn & Suites by Radisson, Downtown Albany New York

Hampton Inn & Suites Albany-Downtown

Hotels in East Chatham with star rating

Frequently asked questions

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