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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Chatham motels

Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
The price is CA $95
CA $106 total
includes taxes & fees
Aug 10 - Aug 11
Berkshire Travel Lodge
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is CA $95
CA $104 total
includes taxes & fees
Jul 19 - Jul 20
Pleasant Valley Motel West Stockbridge
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (855 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is CA $87
CA $97 total
includes taxes & fees
Jul 20 - Jul 21
FairBridge Inn Express
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (583 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $173
CA $193 total
includes taxes & fees
Jul 26 - Jul 27
The Little Lion
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
The price is CA $157
CA $176 total
includes taxes & fees
Jul 21 - Jul 22
Chatham Travel Lodge
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (881 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is CA $156
CA $174 total
includes taxes & fees
Jul 30 - Jul 31
Monument Mountain Motel
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (425 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
The price is CA $125
CA $140 total
includes taxes & fees
Jul 22 - Jul 23
Sunset Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is CA $126
CA $141 total
includes taxes & fees
Jul 20 - Jul 21
Berkshire Inn
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.4 out of 10, Exceptional, (6 reviews)
"Everything was perfect!!"
United States
Grzegorz
The price is CA $286
CA $319 total
includes taxes & fees
Jul 19 - Jul 20
Berkshire Lake Lodge
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (50 reviews)
"Virtual check in. I prefer real staff."
United States
Eleanor
The price is CA $238
CA $265 total
includes taxes & fees
Aug 3 - Aug 4
East Rock Inn
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is CA $139
CA $155 total
includes taxes & fees
Aug 2 - Aug 3
Travelodge by Wyndham Great Barrington Berkshires
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (145 reviews)
"Very cute motel off route 23 only a short distance to Great Barrington, very easy to get to staff were very nice and rooms were cleaned and well laid out!"
United States
Alexis
The price is CA $202
CA $226 total
includes taxes & fees
Jul 20 - Jul 21
The Brooks Motel
Front of property

Americas Best Value Inn Albany East Greenbush

Americas Best Value Inn Albany East Greenbush
2.0 star property
Rensselaer
6.4 out of 10, (432 reviews)
"The bed was a bit firm, but comfy, clean linens/towels- which was good. Shower was clean. But rooms need updating and deep cleaning- the lamp was covered in dust, and the windowsill in the bathroom was super dirty. Soap rack is completely rusty. It was okay for a night to stay- bed was clean - which is important, but they definitely need to clean way better!"
United States
Janelle
The price is CA $107
CA $119 total
includes taxes & fees
Aug 5 - Aug 6
Americas Best Value Inn Albany East Greenbush
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
The price is CA $118
CA $132 total
includes taxes & fees
Aug 11 - Aug 12
Econo Lodge Lee - Great Barrington
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (885 reviews)
"Great place"
United States
Luciane
The price is CA $137
CA $153 total
includes taxes & fees
Jul 26 - Jul 27
Howard Johnson by Wyndham Lenox
Premium bedding, pillowtop beds, desk, iron/ironing board

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (210 reviews)
"Good enough place for a night's sleep."
United States
marc
The price is CA $119
CA $132 total
includes taxes & fees
Jul 25 - Jul 26
Four Season 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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Top Chatham Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent
"Great stay! Everything clean and up to date. Probably could use another parking lot for overflow."
Michelle 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Downtown Albany New York

Find out more about Chatham

Chatham Motels information

Number of reviews
7,668
Accommodation
27 Motels
Lowest Price
CA $97
Highest Price
CA $319

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. 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. 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. Howard Johnson by Wyndham Lenox: Central Chatham is 17 mi (27.3 km) away. Free parking and a 24-hour front desk are available during your stay, along with room amenities like a soaking tub. Berkshire Travel Lodge: 8.8 mi (14.1 km) from the heart of Chatham. Enjoy access to the terrace, and freebies including breakfast, 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 Hotchkiss Mobile Studio. While you're checking out the area, consider visiting The Mac-Haydn Theatre, Hudson Chatham Winery, and Martin Van Buren National Historic Site.
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.

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