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Search Motels in Chatham from CA $84

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Chatham motels

Balcony

1. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (241 reviews)
"Great price great rooms big refrigerators and microwaves in the room very convenient"
United States
Andrew
The price is CA $155
CA $173 total
includes taxes & fees
Sep 8 - Sep 9
Chatham Travel Lodge
Outdoor pool

2. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (507 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is CA $93
CA $105 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Travel Lodge
Children's activities

3. 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 best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $103
CA $113 total
includes taxes & fees
Sep 7 - Sep 8
Pleasant Valley Motel West Stockbridge
Room, 2 Queen Beds, Non Smoking

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (907 reviews)
"This motel is simple but has everything that you need for an inexpensive stay near Great Barrington."
United States
Charlie
The price is CA $118
CA $132 total
includes taxes & fees
Sep 7 - Sep 8
Monument Mountain Motel
Room

5. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (612 reviews)
"Adequate but tired hotel. Not exceptionally clean."
United States
Nancy
The price is CA $116
CA $130 total
includes taxes & fees
Sep 7 - Sep 8
Travelodge by Wyndham Great Barrington Berkshires
Room

6. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (908 reviews)
"Stay again"
United States
irene
The price is CA $108
CA $121 total
includes taxes & fees
Sep 7 - Sep 8
Howard Johnson by Wyndham Lenox
Exterior

7. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (607 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is CA $153
CA $171 total
includes taxes & fees
Sep 7 - Sep 8
The Little Lion
Room

8. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (917 reviews)
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
United States
Ellen
The price is CA $115
CA $129 total
includes taxes & fees
Oct 7 - Oct 8
Berkshire Inn
Room

9. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (152 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is CA $170
CA $190 total
includes taxes & fees
Sep 7 - Sep 8
The Brooks Motel
In-room dining

10. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (693 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $91
CA $101 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Lee - Great Barrington
Room

11. Four Season Motel

Four Season Motel
2.5 star property
Castleton-on-Hudson
5.4 out of 10, (216 reviews)
"Whole place stunk of cigar smoke"
United States
Larry
The price is CA $76
CA $84 total
includes taxes & fees
Sep 27 - Sep 28
Four Season Motel
Front of property

12. Americas Best Value Inn Albany East Greenbush

Americas Best Value Inn Albany East Greenbush
2.0 star property
Rensselaer
6.4 out of 10, (436 reviews)
"Room was spotless. Bed was very comfortable. Decor was dated and needs to be upgraded."
United States
Theodore
The price is CA $116
CA $129 total
includes taxes & fees
Oct 4 - Oct 5
Americas Best Value Inn Albany East Greenbush
Pool

13. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (439 reviews)
"Host was very pleasant and extremely help with directions. Would definitely recommend"
United States
Joann
The price is CA $117
CA $131 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Inn
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area

14. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (53 reviews)
"great place!"
United States
ERIK
The price is CA $218
CA $244 total
includes taxes & fees
Sep 20 - Sep 21
East Rock Inn
Front of property

15. Peloke's Motel

Peloke's Motel
2.0 star property
Catskill
6.4 out of 10, (177 reviews)
"Staff was very kind and courteous! "
United States
Julian
The price is CA $165
CA $184 total
includes taxes & fees
Sep 7 - Sep 8
Peloke's Motel
Room

16. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (893 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
The price is CA $83
CA $92 total
includes taxes & fees
Sep 20 - Sep 21
FairBridge Inn Express
Lake view

17. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (14 reviews)
"excellent lakeside view"
United States
mike
The price is CA $187
CA $208 total
includes taxes & fees
Sep 20 - Sep 21
Berkshire Lake Lodge
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Beautiful property just outside of Lenox, Tanglewood nearby, Norman Rockwell museum in 15-20 minutes."
richard 1-night trip
Posted less than an hour ago
Berkshire Mountain Lodge

Find out more about Chatham

Chatham Motels information

Number of reviews
5,754
Accommodation
27 Motels
Lowest Price
CA $84
Highest Price
CA $244

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 24 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. Howard Johnson by Wyndham Lenox: Enjoy access to the free parking, 24-hour front desk, and coffee in the lobby. Located 17 mi (27.3 km) from the heart of Chatham. Berkshire Travel Lodge: Central Chatham is 8.8 mi (14.1 km) away. A terrace along with freebies like breakfast, WiFi, and parking are available during your stay. 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 Queechy 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 Sleepy Hollow Lake.
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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