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Compare 23 Motels in Chatham with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (703)
"Manager was helpful. The heating system was loud and although the manager tried to fix it , the noise disrupted sleep. "
The price is AED 290
AED 324 total
includes taxes & fees
1 Jan - 2 January 2025
Howard Johnson by Wyndham Lenox
Monument Mountain Motel
Room

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (691)
"went for a quick ski overnight. the motel was very clean, in good shape, quiet, pleasant check in/out experience, free coffee, everything in the room worked, the water was hot the pressure was good there was a fridge and microwave and blowdryer, comfy bed, plenty of hanging closet space, a little table and chair area by the front window, a nice view of the playground, good heating unit, and very convenient to everything you need and want to do here, and most of all affordable including my...
The price is AED 244
AED 273 total
includes taxes & fees
24 Dec - 25 Dec
Monument Mountain Motel
FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (685)
"I don’t know so many complaints. Bed was good, clean. Plenty of park. Provided what we paid for and was expecting. "
The price is AED 253
AED 283 total
includes taxes & fees
26 Dec - 27 Dec
FairBridge Inn Express
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (443)
"The location was great, and being pet friendly was a Pius."
The price is AED 281
AED 314 total
includes taxes & fees
5 Jan - 6 January 2025
The Little Lion
Berkshire Inn
Outdoor pool

Berkshire Inn

2.0 star property
7.6 out of 10, Good, (753)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is AED 316
AED 353 total
includes taxes & fees
24 Dec - 25 Dec
Berkshire Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (581)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is AED 220
AED 246 total
includes taxes & fees
24 Dec - 25 Dec
Econo Lodge Lee - Great Barrington
Americas Best Value Inn Albany East Greenbush
Property entrance

Americas Best Value Inn Albany East Greenbush

2.0 star property
6.4 out of 10, (374)
"My room was recently redecorated with new fixtures and painted. A mini fridge and microwave was provided in addition to the cable tv and free wifi."
The price is AED 239
AED 265 total
includes taxes & fees
3 Jan - 4 January 2025
Americas Best Value Inn Albany East Greenbush
Travelodge by Wyndham Great Barrington Berkshires
Exterior

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (512)
"Room was very clean and reception most welcome, and a very reasonable price and stay."
The price is AED 253
AED 283 total
includes taxes & fees
29 Dec - 30 Dec
Travelodge by Wyndham Great Barrington Berkshires
Chatham Travel Lodge
Balcony

Chatham Travel Lodge

2.5 star property
7.4 out of 10, Good, (151)
"Clean and comfortable. Staff pleasant helpful and attentive. Should have grab bars in shower and instructions to operate TV."
The price is AED 353
AED 381 total
includes taxes & fees
25 Dec - 26 Dec
Chatham Travel Lodge
Wagon Wheel Inn
Exterior

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
24 Dec - 25 Dec
Wagon Wheel Inn
Berkshire Travel Lodge
Exterior

Berkshire Travel Lodge

2.5 star property
5.2 out of 10, (386)
"Not the Ritz Carlton, but the manager was courteous and the room was clean and in decent shape. I'd stay there again."
The price is AED 241
AED 261 total
includes taxes & fees
5 Jan - 6 January 2025
Berkshire Travel Lodge
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (956)
"Well located near attractions "
The price is AED 217
AED 238 total
includes taxes & fees
27 Dec - 28 Dec
Pleasant Valley Motel West Stockbridge
The Brooks Motel
Room

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (64)
"Room extremely cold. One tiny register for a king suite. Took at least 10 minutes for shower hot water to heat up."
The Brooks Motel
East Rock Inn
Front of property

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (13)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is AED 447
AED 500 total
includes taxes & fees
6 Jan - 7 January 2025
East Rock Inn
Four Season Motel
Room

Four Season Motel

2.5 star property
5.6 out of 10, (176)
"Excellent "
The price is AED 239
AED 265 total
includes taxes & fees
24 Dec - 25 Dec
Four Season Motel
Peloke's Motel
Front of property

Peloke's Motel

2.0 star property
6.4 out of 10, (162)
"Some attention needs to be given to the state of the plumbing on the sink of my room. Loose"
The price is AED 400
AED 432 total
includes taxes & fees
24 Dec - 25 Dec
Peloke's Motel
Sunset Inn
Outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (376)
"When we arrived, the receptionist was pleasant and kind, our room was ready. When we asked for more towels, we did not have to wait for more than 5 minutes and we had them. The restaurant next door, Rose's cafe, is amazing!"
The price is AED 281
AED 314 total
includes taxes & fees
25 Dec - 26 Dec
Sunset Inn
21B Motel
Room

21B Motel

2.0 star property
3.6 out of 10, (44)
" NO! N0! NO! no hot water, no tv, no wifi worst we ever seen a real slum dump with garbage everywhere outside & we paid $75"
21B Motel
Castle Inn
Interior

Castle Inn

2.5 star property
6.0 out of 10, (4)
"Exterior of building was worn, room was ok and what would be expected at this price point. There were few amenities…no hair dryer, no Kleenex. Wi-Fi worked easily. "
Castle Inn
Heart of the Berkshires
Front of property

Heart of the Berkshires

The price is AED 232
AED 310 total
includes taxes & fees
24 Dec - 25 Dec
Heart of the Berkshires
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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Other property types in Chatham

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires
Micosta Leisure Inn
Terrace/patio

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 477
AED 515 total
includes taxes & fees
9 Jan - 10 January 2025
Micosta Leisure Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 694
AED 762 total
includes taxes & fees
5 Jan - 6 January 2025
Jiminy Peak Mountain Resort
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.

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 25 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. Monument Mountain Motel is located 16.7 mi (26.9 km) from the heart of Chatham. Enjoy access to the picnic area, and freebies including WiFi and parking. Howard Johnson by Wyndham Lenox: Free WiFi, free parking, and a 24-hour front desk are available during your stay. Central Chatham is 17 mi (27.3 km) away. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 17.8 mi (28.7 km) from the heart of Chatham. The Little Lion: Central Chatham is 15.8 mi (25.4 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Travelodge by Wyndham Great Barrington Berkshires: 16 mi (25.7 km) from the heart of Chatham. Enjoy access to the laundry facilities, 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 Stoddard Corner. While you’re checking out the area, consider visiting The Mac-Haydn Theatre, Martin Van Buren National Historic Site, and Mount Lebanon Shaker Village.
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.