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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

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, (253 reviews)
"Great clean, economical place to stay."
United States
Patrick
The price is ₩148,266
₩166,042 total
includes taxes & fees
Oct 29 - Oct 30
Chatham Travel Lodge
Outdoor pool

2. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (525 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is ₩89,463
₩100,200 total
includes taxes & fees
Oct 29 - Oct 30
Berkshire Travel Lodge
A hotel room with a bed, two chairs, a small table, and a lamp.

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 ₩90,842
₩99,654 total
includes taxes & fees
Oct 29 - Oct 30
Pleasant Valley Motel West Stockbridge
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

4. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (930 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is ₩104,721
₩116,973 total
includes taxes & fees
Oct 29 - Oct 30
Howard Johnson by Wyndham Lenox
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

5. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is ₩104,721
₩116,973 total
includes taxes & fees
Oct 29 - Oct 30
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.

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ₩79,336
₩88,615 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

7. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (710 reviews)
"It was super clean and safe"
United States
Fernando
The price is ₩86,759
₩96,910 total
includes taxes & fees
Nov 20 - Nov 21
Econo Lodge Lee - Great Barrington
A large house with a balcony and a grassy yard.

8. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (636 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is ₩137,198
₩153,251 total
includes taxes & fees
Oct 29 - Oct 30
The Little Lion
A hotel room with a large bed, two bedside tables with lamps, a headboard, and a framed photo on the wall.

9. Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (221 reviews)
"1"
United States
Sheila
The price is ₩88,814
₩98,584 total
includes taxes & fees
Nov 1 - Nov 2
Four Season Motel
A hotel room with two beds, a dining table, a chair, a lamp, and a ceiling light fixture.

10. 21B Motel

21B Motel
West Coxsackie
2.0 out of 10, (2 reviews)
"Expedia sold me this hotel room while it was still under construction. The hotel was barricaded around,"
United States
Onkar
The price is ₩159,307
₩172,051 total
includes taxes & fees
Oct 29 - Oct 30
21B Motel
A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

11. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (156 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is ₩193,270
₩216,463 total
includes taxes & fees
Nov 2 - Nov 3
The Brooks Motel
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

12. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (940 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is ₩109,745
₩122,584 total
includes taxes & fees
Nov 28 - Nov 29
Berkshire Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

13. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (928 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
The price is ₩94,249
₩105,276 total
includes taxes & fees
Oct 29 - Oct 30
FairBridge Inn Express
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

14. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is ₩175,231
₩195,732 total
includes taxes & fees
Nov 28 - Nov 29
East Rock Inn
A bathroom with a double sink, a mirror, a heater, and a trash bin.

15. Americas Best Value Inn Albany East Greenbush

Americas Best Value Inn Albany East Greenbush
2.0 star property
Rensselaer
6.4 out of 10, (438 reviews)
"I will not stay there again, it was very sketchy. old, outdated, uncomfortable where it felt unsafe. but it was the only place available on very short notice in the area that I need to be."
United States
Timothy
The price is ₩92,724
₩102,924 total
includes taxes & fees
Nov 24 - Nov 25
Americas Best Value Inn Albany East Greenbush
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, (183 reviews)
"Highly recommend"
United States
John
The price is ₩144,488
₩161,827 total
includes taxes & fees
Nov 1 - Nov 2
Peloke's Motel
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

17. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 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 ₩107,372
₩119,934 total
includes taxes & fees
Nov 1 - Nov 2
Sunset Inn
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

18. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
The price is ₩148,036
₩165,356 total
includes taxes & fees
Nov 12 - Nov 13
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Clean and comfortable"
Robert 1-night trip
Posted 8 hours ago
Berkshire Mountain Lodge

Find out more about Chatham

Chatham Motels information

Number of reviews
5,701
Accommodation
27 Motels
Lowest Price
₩88,615
Highest Price
₩216,463

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 23 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. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk, and coffee in the lobby are available during your stay. Central Chatham is 17 mi (27.3 km) away. The Little Lion: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 15.8 mi (25.4 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 Sleepy Hollow Lake. You'll find these family-friendly sights in the area: Bousquet Ski Area, Berkshire Museum, and Berkshire Scenic Railway Museum. While you're checking out the area, consider visiting The Mac-Haydn Theatre, Martin Van Buren National Historic Site, and Hudson Opera House.
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