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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 26 Motels in Chatham with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (718)
"spacious room. "
The price is SAR 259
SAR 289 total
includes taxes & fees
27 Apr - 28 Apr
Howard Johnson by Wyndham Lenox
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (482)
"A cozy little inn! I recommend it! "
The price is SAR 287
SAR 321 total
includes taxes & fees
11 May - 12 May
The Little Lion
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (708)
"Nice place and surrounding area "
The price is SAR 249
SAR 279 total
includes taxes & fees
28 Apr - 29 Apr
Monument Mountain Motel
Americas Best Value Inn Albany East Greenbush
Front of property

Americas Best Value Inn Albany East Greenbush

2.0 star property
6.4 out of 10, (385)
"I would not recommend this property "
The price is SAR 300
SAR 333 total
includes taxes & fees
26 Apr - 27 Apr
Americas Best Value Inn Albany East Greenbush
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (713)
"Friendly staff and quick checkin "
The price is SAR 267
SAR 298 total
includes taxes & fees
9 May - 10 May
FairBridge Inn Express
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (765)
"Was a amazing trip good service "
The price is SAR 319
SAR 357 total
includes taxes & fees
27 Apr - 28 Apr
Berkshire Inn
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (964)
"Easy access to the Massachusetts Turnpike and less than 10 miles away from the tourist options I selected."
The price is SAR 239
SAR 263 total
includes taxes & fees
30 Apr - 1 May
Pleasant Valley Motel West Stockbridge
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (587)
"While the gentleman at the front desk can be a bit cold, the women that work at the property are very pleasant. They were super accommodating and did a nice job cleaning the room during our stay. The room was a good value and provided a nice place for our family of 5 plus a small dog to lay our heads at night."
The price is SAR 233
SAR 260 total
includes taxes & fees
1 May - 2 May
Econo Lodge Lee - Great Barrington
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (400)
"Staff friendly and helpful. "
The price is SAR 270
SAR 292 total
includes taxes & fees
11 May - 12 May
Berkshire Travel Lodge
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (380)
"Quick and easy check in! The manager was friendly and helpful. "
The price is SAR 321
SAR 358 total
includes taxes & fees
30 Apr - 1 May
Sunset Inn
Wagon Wheel Inn
Standard Room, 1 King Bed | View from room

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (601)
"Great location. Pleasant staff."
The price is SAR 259
SAR 289 total
includes taxes & fees
26 Apr - 27 Apr
Wagon Wheel Inn
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (523)
"The staff was very friendly and the room was clean. "
The price is SAR 259
SAR 289 total
includes taxes & fees
27 Apr - 28 Apr
Travelodge by Wyndham Great Barrington Berkshires
Chatham Travel Lodge
Exterior

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (161)
"This was my first time staying here. It’s a throwback to the 60’s/70’s when my family would go on vacation. They’ve done a good job in upgrading the bathroom, TV & WiFi and installed a manufactured wood floor getting rid of the who know’s what you find in much more expensive motels. This isn’t 5-star Hilton, but you get a that throw-back/cozy feeling of years past. Pricing is commensurate with what you get. Will definitely cone back when in the area!"
The price is SAR 413
SAR 446 total
includes taxes & fees
26 Apr - 27 Apr
Chatham Travel Lodge
The Brooks Motel
Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (69)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is SAR 473
SAR 510 total
includes taxes & fees
27 Apr - 28 Apr
The Brooks Motel
East Rock Inn
Premium Apartment | Private kitchen | Electric kettle

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (24)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
The price is SAR 456
SAR 509 total
includes taxes & fees
27 Apr - 28 Apr
East Rock Inn
Heart of the Berkshires
Economy Cabin | Premium bedding, individually decorated, free WiFi, bed sheets

Heart of the Berkshires

9.4 out of 10, Exceptional, (3)
"Was great comfy quiet "
Heart of the Berkshires
Four Season Motel
Premium bedding, pillowtop beds, individually decorated

Four Season Motel

2.5 star property
5.6 out of 10, (177)
"Excellent "
The price is SAR 281
SAR 312 total
includes taxes & fees
26 Apr - 27 Apr
Four Season Motel
Peloke's Motel
Desk, laptop workspace, free WiFi, bed sheets

Peloke's Motel

2.0 star property
6.4 out of 10, (167)
"Staff was very kind and courteous! "
The price is SAR 446
SAR 482 total
includes taxes & fees
27 Apr - 28 Apr
Peloke's Motel
Castle Inn
Comfort Single Room, 1 King Bed | 1 bedroom, blackout drapes, free WiFi, bed sheets

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
Lantern House Motel
Exterior

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
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, (1799)
"Always a great place to stay!!"
The price is SAR 348
SAR 422 total
includes taxes & fees
8 May - 9 May
Vacation Village in the Berkshires
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"We always live these cabins & we've been coming for years!"
The price is SAR 469
SAR 648 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is SAR 487
SAR 526 total
includes taxes & fees
11 May - 12 May
Micosta Leisure 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.

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 26 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. Howard Johnson by Wyndham Lenox is located 17 mi (27.3 km) from the heart of Chatham. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. The Little Lion: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chatham is 15.8 mi (25.4 km) away. Monument Mountain Motel: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 16.7 mi (26.9 km) from the heart of Chatham. Americas Best Value Inn Albany East Greenbush: Central Chatham is 17.4 mi (28 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. 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 Charles H. Baldwin & Sons. 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.