Search Motels in Chatham from CA $72

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Check prices for these dates

Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3
In one month
May 15 - May 17
In two months
Jun 12 - Jun 14

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, (840 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is CA $83
CA $92 total
includes taxes & fees
Apr 21 - Apr 22
Monument Mountain Motel
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, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $103
CA $116 total
includes taxes & fees
Apr 15 - Apr 16
Travelodge by Wyndham Great Barrington Berkshires
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, (849 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is CA $109
CA $122 total
includes taxes & fees
Apr 15 - Apr 16
Howard Johnson by Wyndham Lenox
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is CA $152
CA $169 total
includes taxes & fees
Apr 16 - Apr 17
The Little Lion
Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $98
CA $108 total
includes taxes & fees
Apr 15 - Apr 16
Pleasant Valley Motel West Stockbridge
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (218 reviews)
"Very clean. Updated "
United States
jennifer
The price is CA $160
CA $179 total
includes taxes & fees
Apr 15 - Apr 16
Chatham Travel 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, (44 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is CA $170
CA $190 total
includes taxes & fees
Apr 27 - Apr 28
East Rock 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, (133 reviews)
"Room was clean"
United States
Patrick
The price is CA $161
CA $180 total
includes taxes & fees
Apr 16 - Apr 17
The Brooks Motel
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is CA $108
CA $121 total
includes taxes & fees
May 12 - May 13
Berkshire Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
"Very comfortable bed and good hot shower. A good value for your money. Nice staff at front desk."
United States
Kathleen
The price is CA $137
CA $152 total
includes taxes & fees
Apr 19 - Apr 20
Sunset Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is CA $105
CA $118 total
includes taxes & fees
Apr 16 - Apr 17
Berkshire Travel Lodge
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (661 reviews)
"Good to stay. "
United States
Ibinabo
The price is CA $93
CA $103 total
includes taxes & fees
Apr 29 - Apr 30
Econo Lodge Lee - Great Barrington
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, (425 reviews)
"It was nice "
United States
Johanna
The price is CA $110
CA $122 total
includes taxes & fees
Apr 18 - Apr 19
Americas Best Value Inn Albany East Greenbush
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is CA $89
CA $100 total
includes taxes & fees
Apr 21 - Apr 22
FairBridge Inn Express
Premium bedding, pillowtop beds, individually decorated

Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (200 reviews)
"The rooms are disgusting! The toilet in room 5 and room 18 are not bolted to the floor and the sewage comes right up and floods the floor. "
United States
Charming
The price is CA $64
CA $72 total
includes taxes & fees
Apr 19 - Apr 20
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Fine rooms and bathrooms, good dinner, and excellent common space. Kind of new and funky old school at the same time. I’d stay here next time I’m in the area."
Daniel 1-night trip
Posted 5 hours ago
Berkshires Untold

Find out more about Chatham

Chatham Motels information

Number of reviews
6,803
Accommodation
23 Motels
Lowest Price
CA $72
Highest Price
CA $190

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. 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. 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. Berkshire Inn: Central Chatham is 17.8 mi (28.7 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. FairBridge Inn Express: 21.3 mi (34.2 km) from the heart of Chatham. Enjoy access to the business center, 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 Queechy 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 Furnace Brook Winery at Hilltop Orchards.
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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