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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

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

FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (698)
"Stay was good as usual, other than a single person hanging out on balcony pacing back and forth making it uncomfortable room was clean other than food found left in microwave. Overall have had good stays and would keep booking"
The price is AED 400
AED 447 total
includes taxes & fees
24 Jan - 25 Jan
FairBridge Inn Express
Monument Mountain Motel
Room

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (698)
"Rooms have been recently renovated and were clean and spotless. Great comfortable room with convenient gas station and sandwich shop across the street as well as several other eateries close by. Owner and staff were very friendly and made me feel welcome. I will definitely come back here in the future...... Good job 👍"
The price is AED 244
AED 273 total
includes taxes & fees
26 Jan - 27 Jan
Monument Mountain Motel
Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (707)
"The room was clean, and the staff was helpful and friendly. The location was great, and parking was convenient. However, the bathroom was extremely disappointing. There were stains and hairs on the toilet seat, and the overall cleanliness was far below acceptable standards."
The price is AED 290
AED 324 total
includes taxes & fees
24 Jan - 25 Jan
Howard Johnson by Wyndham Lenox
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (458)
"Very good option near a catamount ski resort! "
The price is AED 234
AED 262 total
includes taxes & fees
6 Feb - 7 Feb
The Little Lion
Berkshire Inn
Outdoor pool

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (761)
"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
26 Jan - 27 Jan
Berkshire Inn
East Rock Inn
Exterior

East Rock Inn

2.0 star property
9.2 out of 10, Wonderful, (17)
"Very good option near Catamount ski resort!"
The price is AED 442
AED 494 total
includes taxes & fees
23 Feb - 24 Feb
East Rock Inn
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, (375)
"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
28 Jan - 29 Jan
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, (515)
"We arrived quite late. went straight to the room to rest and left at 7.30am. Everything was good. "
The price is AED 275
AED 308 total
includes taxes & fees
26 Jan - 27 Jan
Travelodge by Wyndham Great Barrington Berkshires
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (958)
"Well located near attractions "
The price is AED 217
AED 238 total
includes taxes & fees
28 Jan - 29 Jan
Pleasant Valley Motel West Stockbridge
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 Jan - 25 Jan
Wagon Wheel Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (582)
"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 253
AED 283 total
includes taxes & fees
24 Jan - 25 Jan
Econo Lodge Lee - Great Barrington
Four Season Motel
Room

Four Season Motel

2.5 star property
5.6 out of 10, (177)
"Excellent "
The price is AED 239
AED 265 total
includes taxes & fees
26 Jan - 27 Jan
Four Season Motel
Berkshire Travel Lodge
Exterior

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (392)
"This motel is very basic and the condition was okay but somewhat shabby. The building looked a little worn down. It met our needs overall but wasn’t particularly memorable. The property could benefit from a deep clean, some general maintenance handiwork and a fresh coat of paint. "
The price is AED 241
AED 261 total
includes taxes & fees
9 Feb - 10 Feb
Berkshire Travel Lodge
The Brooks Motel
Room

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (65)
"Room extremely cold. One tiny register for a king suite. Took at least 10 minutes for shower hot water to heat up."
The price is AED 525
AED 567 total
includes taxes & fees
26 Jan - 27 Jan
The Brooks Motel
Chatham Travel Lodge
Balcony

Chatham Travel Lodge

2.5 star property
7.4 out of 10, Good, (155)
"Property was great "
The price is AED 404
AED 436 total
includes taxes & fees
24 Jan - 25 Jan
Chatham Travel Lodge
Heart of the Berkshires
Front of property

Heart of the Berkshires

9.0 out of 10, Wonderful, (2)
"Very cute décor, not the most comfortable or fresh, but clean and easy self check in/out system (door has a code which is communicated in advance). Lots of food options short drive away."
The price is AED 273
AED 358 total
includes taxes & fees
24 Jan - 25 Jan
Heart of the Berkshires
Sunset Inn
Outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"Quick and easy check in! The manager was friendly and helpful. "
The price is AED 285
AED 318 total
includes taxes & fees
27 Jan - 28 Jan
Sunset Inn
Peloke's Motel
Front of property

Peloke's Motel

2.0 star property
6.4 out of 10, (164)
"Some attention needs to be given to the state of the plumbing on the sink of my room. Loose"
The price is AED 364
AED 393 total
includes taxes & fees
28 Jan - 29 Jan
Peloke's Motel
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
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, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is AED 689
AED 792 total
includes taxes & fees
26 Jan - 27 Jan
Vacation Village in the Berkshires
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (33)
"We had a wonderful stay for our mother’s birthday with her 4 children and 10 of her 12 grandchildren. There was plenty to do for everyone especially with a 75 year difference in ages!!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (235)
"Very lovely place to stay. Everything was clean and the owner made everything simple."
The price is AED 551
AED 833 total
includes taxes & fees
26 Jan - 27 Jan
Berkshire Village Carriage House - Super Private!!
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. FairBridge Inn Express: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Chatham is 21.3 mi (34.2 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. Howard Johnson by Wyndham Lenox: Central Chatham is 17 mi (27.3 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a soaking tub. 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 Kinderhook Lake, Queechy 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, Hudson Opera House, and Max and Lillian Katzman Theater.
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.