Chalets in East Chatham
New York
United States of America
Chalets
Expedia.ca

East Chatham Travel Guide Hotels in East Chatham Flights to East Chatham Car Rentals in East Chatham East Chatham Vacation Packages Vacation Rentals in East Chatham

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

Search Chalets in East Chatham from CA $1,318

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

December 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for East Chatham chalets

A large, two-story house with a spacious front yard and a well-maintained lawn.

A spacious dining area with a large table set for six, surrounded by wooden chairs.

A bedroom with a large bed, a chandelier, a window with curtains, and a mirror reflecting a bathroom.

1. Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Cropseyville

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony."

Patrick H.

The price is CA $1,318

CA $1,318

CA $2,440 total

includes taxes & fees

Dec 2 - Dec 3

Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

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

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 reviews in East Chatham

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

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 a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

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

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

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.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

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 fireplace, a desk, a television, and a poster of a lake scene.

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

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

The Yankee Inn

Lenox

10/10 Excellent

Really clean and quiet.. Love!!

Gilles

Reviewed November 1, 2026Reviewed November 1, 2026

The Yankee Inn

A white colonial-style building with a front porch, multiple windows, 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.

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

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.

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

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

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

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

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 spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

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

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

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

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

A garden with wooden Adirondack chairs and a stone pathway.

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

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 multi-story hotel with a prominent entrance, a parking lot, and a flagpole.

A hotel patio with outdoor seating and a fire pit.

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

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

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

So quiet and very friendly and they went out of there way to make us feel welcome

Pete

Reviewed July 5, 2019Reviewed July 5, 2019

Hilton Garden Inn Lenox Pittsfield

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

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

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

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

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

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

A lakeside dock with kayaks and a covered boat ramp.

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

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

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

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Excellent stay at the Cornell Inn. Very nice property a close walk into town. Well-kept facility and very helpful staff. The Berkshires are beautiful and the Cornell Inn is an excellent choice!

Michael

Reviewed July 6, 2026Reviewed July 6, 2026

The Cornell Inn, Lenox & The Berkshires

A wooden deck with two chairs and a table, overlooking a lush green landscape and a golf course.

A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

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.

Micosta Leisure Inn

Hudson

10/10 Excellent

What an amazing place! Perfectly cozy room, a beautiful garden and a very friendly cat who greeted us! We had the perfect stay, Steven is very friendly and easy to contact. We absolutely loved our stay and can't wait to come back. We also saw a shooting star!

Jason

Reviewed October 8, 2026Reviewed October 8, 2026

Micosta Leisure Inn

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

Excellent room! Clean and good breakfast!

Kelly

Reviewed October 10, 2026Reviewed October 10, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Vacation Rentals
Things to do

Lodges in Athens
Standard Link for Lodges in Athens
Comfort Inn Glenmont
Standard Link for Comfort Inn Glenmont
B&B in Hudson
Standard Link for B&B in Hudson
Hotels near MVP Arena
Standard Link for Hotels near MVP Arena
Albany Hotels
Standard Link for Albany Hotels
Claverack Hotels
Standard Link for Claverack Hotels
Cabin Rentals in Chatham
Standard Link for Cabin Rentals in Chatham
Cabin Rentals in Earlton
Standard Link for Cabin Rentals in Earlton
East Greenbush Hotels
Standard Link for East Greenbush Hotels
Cabin Rentals in Catskill
Standard Link for Cabin Rentals in Catskill
Motels in Earlton
Standard Link for Motels in Earlton
Boutique Hotels in Albany
Standard Link for Boutique Hotels in Albany
Nassau Hotels
Standard Link for Nassau Hotels
Wow! A spectacular Hobbit House in the forest at June Farms!
Standard Link for Wow! A spectacular Hobbit House in the forest at June Farms!
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Standard Link for Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Kinderhook Hotels
Standard Link for Kinderhook Hotels
Motels in Niverville
Standard Link for Motels in Niverville
Selkirk Hotels
Standard Link for Selkirk Hotels
Hampton Inn & Suites Albany
Standard Link for Hampton Inn & Suites Albany
Comfort Inn & Suites East Greenbush
Standard Link for Comfort Inn & Suites East Greenbush
Cottages in Lower Hudson Valley
Standard Link for Cottages in Lower Hudson Valley
Resorts in Nassau
Standard Link for Resorts in Nassau
Condo Rentals in Sand Lake
Standard Link for Condo Rentals in Sand Lake
Treat yourself at the stunning June Farms Wellness Huts!
Standard Link for Treat yourself at the stunning June Farms Wellness Huts!
Rv Parks in Oakdale
Standard Link for Rv Parks in Oakdale
Fairfield Inn & Suites Albany East Greenbush
Standard Link for Fairfield Inn & Suites Albany East Greenbush
B&B in Albany
Standard Link for B&B in Albany
Motels in Climax
Standard Link for Motels in Climax
Apartments in Selkirk
Standard Link for Apartments in Selkirk
Philmont Hotels
Standard Link for Philmont Hotels
1735 Stone Farmhouse
Standard Link for 1735 Stone Farmhouse
Coxsackie Hotels
Standard Link for Coxsackie Hotels
Niverville Hotels
Standard Link for Niverville Hotels
Berkshire Travel Lodge
Standard Link for Berkshire Travel Lodge
Castleton-On-Hudson Hotels
Standard Link for Castleton-On-Hudson Hotels
Hudson River Retreat
Standard Link for Hudson River Retreat
B&B in Nassau
Standard Link for B&B in Nassau
Cottages in Selkirk
Standard Link for Cottages in Selkirk
New Lebanon Hotels
Standard Link for New Lebanon Hotels
Villas in Niverville
Standard Link for Villas in Niverville
Cabin Rentals in Selkirk
Standard Link for Cabin Rentals in Selkirk
Treat yourself at the stunning June Farms Wellness Huts!
Standard Link for Treat yourself at the stunning June Farms Wellness Huts!
Lakefront West Sand Lake Home w/ Beach Access!
Standard Link for Lakefront West Sand Lake Home w/ Beach Access!
B&B in Selkirk
Standard Link for B&B in Selkirk
B&B in Earlton
Standard Link for B&B in Earlton
Cottages in Troy
Standard Link for Cottages in Troy
Chatham Hotels
Standard Link for Chatham Hotels
Luxury Hotels in Albany
Standard Link for Luxury Hotels in Albany
Pet-Friendly Hotels in Canaan
Standard Link for Pet-Friendly Hotels in Canaan
B&B in Athens
Standard Link for B&B in Athens
Malden Bridge Hotels
Standard Link for Malden Bridge Hotels
Hillsdale Hotels
Standard Link for Hillsdale Hotels
Stottville Hotels
Standard Link for Stottville Hotels
Old Chatham Hotels
Standard Link for Old Chatham Hotels
Castle Inn
Standard Link for Castle Inn
B&B in Hampton Manor
Standard Link for B&B in Hampton Manor
Motels in Albany
Standard Link for Motels in Albany
Cabin Rentals in Nassau
Standard Link for Cabin Rentals in Nassau
Canaan Hotels
Standard Link for Canaan Hotels
Downtown Albany Hotels
Standard Link for Downtown Albany Hotels
East Nassau Hotels
Standard Link for East Nassau Hotels
Cheap Hotels in Albany
Standard Link for Cheap Hotels in Albany
Residence Inn by Marriott Albany East Greenbush/Tech Valley
Standard Link for Residence Inn by Marriott Albany East Greenbush/Tech Valley
B&B in Niverville
Standard Link for B&B in Niverville
West Lebanon Hotels
Standard Link for West Lebanon Hotels
Cabin Rentals in Town of New Baltimore
Standard Link for Cabin Rentals in Town of New Baltimore
Red Carpet Inn Hotels in Coxsackie
Standard Link for Red Carpet Inn Hotels in Coxsackie
Pet-Friendly Hotels in Albany
Standard Link for Pet-Friendly Hotels in Albany
Cottages in Albany
Standard Link for Cottages in Albany
Vacation Homes in Albany
Standard Link for Vacation Homes in Albany
B&B in Chatham
Standard Link for B&B in Chatham
Ravena Hotels
Standard Link for Ravena Hotels
Hudson Hotels
Standard Link for Hudson Hotels

Flights to Hudson
Standard Link for Flights to Hudson
Flights from Bangor (BGR) to Hudson (HCC)
Standard Link for Flights from Bangor (BGR) to Hudson (HCC)
Flights from Montreal (YUL) to Albany (ALB)
Standard Link for Flights from Montreal (YUL) to Albany (ALB)
Flights from Cancun (CUN) to Hudson (HCC)
Standard Link for Flights from Cancun (CUN) to Hudson (HCC)
Flights from Hillsdale
Standard Link for Flights from Hillsdale
Flights from Ottawa (YOW) to Albany (ALB)
Standard Link for Flights from Ottawa (YOW) to Albany (ALB)
Flights from Milwaukee (MKE) to Hudson (HCC)
Standard Link for Flights from Milwaukee (MKE) to Hudson (HCC)
Flights from Vancouver (YVR) to Albany (ALB)
Standard Link for Flights from Vancouver (YVR) to Albany (ALB)
Flights to Albany
Standard Link for Flights to Albany
Flights from Augusta (AGS) to Hudson (HCC)
Standard Link for Flights from Augusta (AGS) to Hudson (HCC)
Flights from Nassau
Standard Link for Flights from Nassau
Flights from Toronto (YYZ) to Albany (ALB)
Standard Link for Flights from Toronto (YYZ) to Albany (ALB)
Flights from Albany Intl.
Standard Link for Flights from Albany Intl.

Visit Downtown Albany
Standard Link for Visit Downtown Albany
Visit Hudson
Standard Link for Visit Hudson
Albany Vacations
Standard Link for Albany Vacations
Shaker Museum and Library
Standard Link for Shaker Museum and Library
Nassau Vacations
Standard Link for Nassau Vacations
Visit Hampton Manor
Standard Link for Visit Hampton Manor
Visit Malden Bridge
Standard Link for Visit Malden Bridge

Car rental Albany
Standard Link for Car rental Albany
Rent A Wreck Rental Cars in Hudson
Standard Link for Rent A Wreck Rental Cars in Hudson
Hertz Rental Cars in Chatham
Standard Link for Hertz Rental Cars in Chatham
Car rental New Lebanon
Standard Link for Car rental New Lebanon

Hudson Vacation Rentals
Standard Link for Hudson Vacation Rentals
Chatham Vacation Rentals
Standard Link for Chatham Vacation Rentals

Things to do in Albany
Standard Link for Things to do in Albany

Search Chalets in East Chatham from CA $1,318

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for East Chatham chalets

1. Sleeps 16 Chalet: Pool, Hot Tub, Game Rooms. Pet-Friendly.

Learn more about East Chatham

Top reviews in East Chatham

Inn at Silver Maple Farm

10/10 Excellent

Explore a world of travel with Expedia