Search Motels in 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.

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.

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. Berkshire Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. Central Chatham is 17.8 mi (28.7 km) away. FairBridge Inn Express: Enjoy access to the business center, and freebies including WiFi and parking. Located 21.3 mi (34.2 km) from the heart of Chatham. The Little Lion: Central Chatham is 15.8 mi (25.4 km) away. Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Pleasant Valley Motel West Stockbridge: 12.2 mi (19.6 km) from the heart of Chatham. Enjoy access to the free WiFi and free parking, as well as room amenities like a microwave.

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 Sleepy Hollow Lake.

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.

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.