Search Motels in Chatham from CA $98

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Check prices for these dates

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14
In one month
Jun 26 - Jun 28
In two months
Jul 24 - Jul 26

Our top choices for Chatham motels

Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (859 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is CA $106
CA $119 total
includes taxes & fees
Jun 7 - Jun 8
Monument Mountain Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (467 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is CA $91
CA $101 total
includes taxes & fees
Jun 1 - Jun 2
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, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is CA $95
CA $104 total
includes taxes & fees
Jun 2 - Jun 3
Pleasant Valley Motel West Stockbridge
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (580 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 $109
CA $122 total
includes taxes & fees
Jun 1 - Jun 2
Travelodge by Wyndham Great Barrington Berkshires
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $137
CA $153 total
includes taxes & fees
Jun 2 - Jun 3
The Little Lion
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (224 reviews)
"Very clean. Updated "
United States
jennifer
The price is CA $154
CA $173 total
includes taxes & fees
Jun 1 - Jun 2
Chatham Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Great stay "
United States
Brian
The price is CA $113
CA $126 total
includes taxes & fees
Jun 3 - Jun 4
Berkshire Inn
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (664 reviews)
"Decent place.friendly, quiet"
United States
William
The price is CA $98
CA $110 total
includes taxes & fees
Jun 7 - Jun 8
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, (859 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is CA $109
CA $122 total
includes taxes & fees
Jun 1 - Jun 2
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (820 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is CA $96
CA $107 total
includes taxes & fees
Jun 1 - Jun 2
FairBridge Inn Express
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, (426 reviews)
"It was nice "
United States
Johanna
The price is CA $124
CA $138 total
includes taxes & fees
Jun 1 - Jun 2
Americas Best Value Inn Albany East Greenbush
Classic Double Room, 2 Queen Beds, Courtyard View | Bathroom

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (47 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is CA $182
CA $204 total
includes taxes & fees
Jun 14 - Jun 15
East Rock Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
"Nice place for a stay"
United States
Jay
The price is CA $152
CA $169 total
includes taxes & fees
Jun 1 - Jun 2
Sunset Inn
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (138 reviews)
"Nice "
United States
Daljit
The price is CA $164
CA $184 total
includes taxes & fees
Jun 1 - Jun 2
The Brooks Motel
Combined shower/tub, towels

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (206 reviews)
"Place is under new management and they were helpful and quick"
United States
Joseph
The price is CA $88
CA $98 total
includes taxes & fees
Jun 2 - Jun 3
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

8/10 Good
"I had the King suite and it was very roomy and comfortable for an extended stay. The bed was very comfortable and housekeeping made up the room daily. The breakfast was minimal but filling. Staff interactions were pleasant and everyone was helpful with suggestions for places to eat in the local area. Nice clean facility and I would stay here again."
Jeffrey 6-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Downtown Albany New York

Find out more about Chatham

Chatham Motels information

Number of reviews
7,305
Accommodation
23 Motels
Lowest Price
CA $98
Highest Price
CA $204

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. 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. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 17 mi (27.3 km) from the heart of Chatham. Four Season Motel: Central Chatham is 14.5 mi (23.3 km) away. Free parking and a 24-hour front desk are available during your stay, along with room amenities like pillowtop beds. 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 Charles H. Baldwin & Sons. While you're checking out the area, consider visiting The Mac-Haydn Theatre, Martin Van Buren National Historic Site, and Mull Island.
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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