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 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.

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. 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. 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. 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. Travelodge by Wyndham Great Barrington Berkshires: 16 mi (25.7 km) from the heart of Chatham. Enjoy access to the laundry facilities, and freebies including WiFi and parking.

Some outdoorsy places nearby include Art Omi International Arts Center - Fields Sculpture Park, Kinderhook Lake, and Sleepy Hollow 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 Mount Lebanon Shaker Village.

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.