A city street with buildings, parked cars, and solar panels.

Search Motels in Chatham

  • 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

Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Chatham motels

A wooden deck with white railings and hanging flower baskets.

1. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (241 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is ₩150,981
₩169,082 total
includes taxes & fees
Sep 13 - Sep 14
Chatham Travel Lodge

2. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (510 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is ₩91,101
₩102,035 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Travel Lodge
A group of people performing yoga in an outdoor setting with grass and trees.

3. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is ₩93,544
₩102,618 total
includes taxes & fees
Sep 13 - Sep 14
Pleasant Valley Motel West Stockbridge
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

4. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (615 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is ₩101,239
₩113,084 total
includes taxes & fees
Sep 13 - Sep 14
Travelodge by Wyndham Great Barrington Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

5. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (910 reviews)
"very nice and comfortable"
United States
Analisia
The price is ₩115,412
₩128,911 total
includes taxes & fees
Sep 13 - Sep 14
Monument Mountain Motel
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

6. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (913 reviews)
"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"
United States
COLLEEN
The price is ₩105,860
₩118,246 total
includes taxes & fees
Sep 21 - Sep 22
Howard Johnson by Wyndham Lenox
A large house with a balcony and a grassy yard.

7. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (609 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is ₩151,858
₩169,625 total
includes taxes & fees
Sep 13 - Sep 14
The Little Lion
A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

8. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (154 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is ₩196,808
₩220,424 total
includes taxes & fees
Sep 13 - Sep 14
The Brooks Motel
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

9. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (696 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is ₩88,348
₩98,685 total
includes taxes & fees
Oct 1 - Oct 2
Econo Lodge Lee - Great Barrington
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

10. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (924 reviews)
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
United States
Ellen
The price is ₩116,074
₩129,655 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

11. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (442 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is ₩123,916
₩138,415 total
includes taxes & fees
Sep 14 - Sep 15
Sunset Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (54 reviews)
"great place!"
United States
ERIK
The price is ₩209,145
₩233,615 total
includes taxes & fees
Sep 13 - Sep 14
East Rock Inn
A hotel room with a large bed, two bedside tables with lamps, a headboard, and a framed photo on the wall.

13. Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (216 reviews)
"Whole place stunk of cigar smoke"
United States
Larry
The price is ₩74,228
₩82,395 total
includes taxes & fees
Sep 27 - Sep 28
Four Season Motel
A two-story building with a symmetrical facade, a central entrance with a decorative arch, and a small tower-like structure on the roof.

14. Americas Best Value Inn Albany East Greenbush

Americas Best Value Inn Albany East Greenbush
2.0 star property
Rensselaer
6.4 out of 10, (436 reviews)
"Room was spotless. Bed was very comfortable. Decor was dated and needs to be upgraded."
United States
Theodore
The price is ₩120,533
₩133,793 total
includes taxes & fees
Sep 24 - Sep 25
Americas Best Value Inn Albany East Greenbush
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (904 reviews)
"great value"
United States
Horace
The price is ₩83,826
₩93,633 total
includes taxes & fees
Sep 13 - Sep 14
FairBridge Inn Express
A residential area with a driveway leading to a house with a porch.

16. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (178 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is ₩174,131
₩195,027 total
includes taxes & fees
Sep 13 - Sep 14
Peloke's Motel
A calm lake at dusk with a wooden dock and two chairs facing the water.

17. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (17 reviews)
"excellent lakeside view"
United States
mike
The price is ₩205,312
₩229,333 total
includes taxes & fees
Sep 20 - Sep 21
Berkshire Lake Lodge
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Berkshires Untold

Berkshires Untold

8/10 Good
"I didn’t like that you didn’t have a chair outside your room. It was very dark and confining once you were all the way upstairs with very little ease of access with no elevator to bring you back below, so it would’ve been nice to have some way of being outside without having to go back downstairs."
Karen 3-night trip
Posted less than an hour ago
Berkshires Untold

Find out more about Chatham

Chatham Motels information

Number of reviews
5,945
Accommodation
27 Motels
Lowest Price
₩82,395
Highest Price
₩233,615

Frequently asked questions

What can I expect from a motel trip to Chatham?
If you're having trouble locating a motel in Chatham, consider some of the motels we suggest around the area or let us help you find a similar property from more than 24 lodging options. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free breakfast.
What are motels like?
Motel properties often offer free parking, and many also feature an outdoor pool. Often one or two stories tall, motel properties usually have outdoor access to guestrooms from the parking lot. In the U.S., motels became more commonplace at the end of the 1940s when cars became more popular along with road trip vacations, peaking in the 1960s with over 60,000 properties.
What are the best motels in Chatham?
These are some of our customers' favorite motels in the larger area. FairBridge Inn Express is located 21.3 mi (34.2 km) from the heart of Chatham. Enjoy access to the business center, and freebies including WiFi and parking. The Little Lion: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Chatham is 15.8 mi (25.4 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the free parking, 24-hour front desk, and coffee in the lobby. Located 17 mi (27.3 km) from the heart of Chatham. Berkshire Travel Lodge: Central Chatham is 8.8 mi (14.1 km) away. A terrace along with freebies like breakfast, WiFi, and parking are available during your stay. Berkshire Inn: 17.8 mi (28.7 km) from the heart of Chatham. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking.
What things can I to do in Chatham?
Some outdoorsy places nearby include Art Omi International Arts Center - Fields Sculpture Park, Kinderhook Lake, and Queechy Lake. You'll find these family-friendly sights in the area: Bousquet Ski Area, Berkshire Museum, and Charles H. Baldwin & Sons. While you're checking out the area, consider visiting The Mac-Haydn Theatre, Martin Van Buren National Historic Site, and Sleepy Hollow Lake.
What's the seasonal weather like in Chatham?
Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Chatham to help you plan yours. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Chatham when staying in a motel?
We've gathered some information about local transportation options in Chatham to help you navigate your stay: Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) away from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia