Country Houses in Old Chatham
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A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Country Houses Old Chatham CA $193

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Our top choices for Old Chatham country houses

A cozy dining area with a round table, chairs, and a candle centerpiece. Large windows offer views of a forested landscape.

A cozy cabin interior with a wooden floor, a dining table with chairs, a sofa, and a small ottoman.

A bed with a wooden headboard, a patterned pillow, and a wall-mounted lamp.

A kitchen with a window, a table with chairs, a microwave, a kettle, and shelves with various items.

1. Magic Forest Farm's Artist Retreat

Magic Forest Farm's Artist Retreat

Coeymans Hollow

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"Quaint, but spacious!Tidy, cleanWonderful stay"

J H.

The price is CA $194

CA $194

CA $228 total

includes taxes & fees

Nov 23 - Nov 24

Magic Forest Farm's Artist Retreat

A view through a glass door into a backyard with a swimming pool, a patterned patio, and potted plants.

A spacious living area with a wooden ceiling, a brick fireplace, and a kitchen in the background.

A modern kitchen with white cabinetry, a wooden table, and a large window providing a view of the outdoors.

A spacious living area with a large dining table, a fireplace, and a kitchen in the background.

2. Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay

3.0 star property

Great Barrington

The price is CA $665

CA $665

CA $1,456 total

includes taxes & fees

Nov 30 - Dec 1

Charming 6 Bdrm Countryside Stay

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.

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Learn more about Old Chatham

Tucked in the Hudson Valley, this historic hamlet offers peaceful countryside walks and the charming Old Chatham Country Store for local provisions. Nearby Shaker Museum preserves artifacts from America's oldest Shaker settlement, while Chatham's Main Street features independent shops and farm-to-table dining.

See all hotels in Old Chatham

Top reviews in Old Chatham

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 white house with a porch, a brick chimney, and a garden with potted plants.

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.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

The property itself is wonderful. Chloe and Sean are delightful hosts. A great breakfast is icing on the cake.

Timothy

Reviewed June 22, 2023Reviewed June 22, 2023

Inn at Silver Maple Farm

A wooden pergola structure in a garden setting with potted plants and a stone bench.

A garden with various shrubs and flowers, a wooden fence, and a vehicle partially visible on the right.

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.

Chatham Travel Lodge

Old Chatham

10/10 Excellent

Great comfortable stay. Rooms were clean and the bed was comfortable. Only complaint is that the electric car chargers were broken. Wasn't a huge deal, but call ahead if you need them to confirm they are working.

Edward

Reviewed July 30, 2025Reviewed July 30, 2025

Chatham Travel Lodge

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

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 hotel lobby with a high ceiling, large windows, a stone accent wall, and a patterned carpet.

Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

10/10 Excellent

Clean room. Plenty of parking. Convenient breakfast

Mateo

Reviewed October 7, 2026Reviewed October 7, 2026

Comfort Inn & Suites East Greenbush - Albany

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A room with a brick wall, a black sofa, two leather armchairs, a wooden coffee table with chess pieces, and two framed pictures.

A room with a brick wall, a round wooden table with a lamp, a chair, and a stack of books.

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

Hotel On North

Pittsfield

10/10 Excellent

This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night.

alan

Reviewed October 8, 2026Reviewed October 8, 2026

Hotel On North

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.

Shaker Mill Inn

West Stockbridge

10/10 Excellent

The Shaker Inn is a very unique place. Enjoy our stay .

Richard

Reviewed October 11, 2024Reviewed October 11, 2024

Shaker Mill Inn

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

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A bathroom with a bathtub, a sink, and a book. There is a fireplace with a TV mounted above it.

A restaurant interior with a long counter, dining area, and kitchen in the background.

The Yankee Inn

Lenox

10/10 Excellent

Really clean and quiet.. Love!!

Gilles

Reviewed November 1, 2026Reviewed November 1, 2026

The Yankee Inn

An outdoor seating area with stone walls, blue chairs, and a fire pit.

A modern hotel lobby with a dining area, a reception desk, and a bar.

A modern hotel with a stone facade, a covered entrance, and a clear blue sky.

A snack and treat section with shelves stocked with various snacks and beverages, a microwave, and a refrigerator.

Hampton Inn & Suites Albany-East Greenbush

East Greenbush

10/10 Excellent

Very clean room, well maintained. Nicely renovated / finished. House keeping does a thorough job. Would stay again 10/10

Andrew

Reviewed October 5, 2026Reviewed October 5, 2026

Hampton Inn & Suites Albany-East Greenbush

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

A garden with wooden Adirondack chairs and a stone pathway.

A large building with a prominent tower, surrounded by trees and a winding road.

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

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

large suite with kitchen, closer to shops and mountain

Shamila

Reviewed May 22, 2026Reviewed May 22, 2026

Berkshire Mountain Lodge

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

A table set for dining with a view of a lake and chairs outside.

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

A lakeside deck with a dock, boats, and a gazebo.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Clean rooms and lovely view

Laraib

Reviewed May 21, 2026Reviewed May 21, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel

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

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

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

A modern bedroom with a wooden desk, a pink chair, a bed, and a window with a plant.

Howard Hotel

Hudson

10/10 Excellent

Loved how we felt like we were walking into our own place instead of just another hotel. The room was so nice, large, clean, bright. I’ve already recommended it to others.

Alexandra

Reviewed August 6, 2026Reviewed August 6, 2026

Howard Hotel

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

A hotel entrance with a covered driveway, a sign for Hampton Inn & Suites by Hilton, and a brick building with multiple windows.

An indoor swimming pool with lounge chairs, a diving board, and a window with a view of trees.

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Excellent

Very modern and attractive hotel. Looks like it was recently updated. Friendly staff. Excellent breakfast buffet with good choices. Rooms were modern, clean, comfortable and functional. Highly recommend this place!

Smadar

Reviewed September 10, 2022Reviewed September 10, 2022

Hampton Inn & Suites Berkshires-Lenox

A reception area with a wooden reception desk, a seating area with sofas, a colorful stained glass window, a mounted television, and various potted plants.

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 two beds, a desk, a TV, and a window with curtains.

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Excellent

Wonderful reception staff and housekeeping. beautiful very large rooms. will stay here again.

Lorraine

Reviewed July 3, 2021Reviewed July 3, 2021

Best Western Plus Berkshire Hills Inn & Suites

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Country Houses Old Chatham CA $193

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Old Chatham country houses

1. Magic Forest Farm's Artist Retreat

2. Charming 6 Bdrm Countryside Stay

Learn more about Old Chatham

Top reviews in Old Chatham

Inn at Silver Maple Farm

10/10 Excellent

Explore a world of travel with Expedia