Find Pittsfield motels

If you’re not able to find a motel in Pittsfield, expand your search to find motels in the surrounding area or let Expedia help you find something similar from more than 64 lodging options. Simply filter using our search tools by nightly room rate or cost-effective 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, motels usually have outdoor access to guestrooms from the parking lot. Beginning in the early 1950s, customized neon signs often lit up the roadside motels, and today, examples of these can still be found along historic U.S. Route 66.

Here you’ll find some of our customers’ favorite motels to choose from in the larger area. Berkshire Inn: If driving, you’ll be within 14 minutes of Tanglewood Music Center. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Monument Mountain Motel: Free WiFi, free parking, and a picnic area are available during your stay. Central Pittsfield is 17.3 mi (27.9 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 3.2 mi (5.2 km) from the heart of Pittsfield. Travelodge by Wyndham Great Barrington Berkshires: Central Pittsfield is 15.7 mi (25.3 km) away. Free WiFi, free parking, and laundry facilities are available during your stay. The Villager Motel: 20.1 mi (32.4 km) from the heart of Pittsfield. Enjoy the in-room free WiFi, and freebies including breakfast and parking.

People visiting Pittsfield have good things to say about the entertainment venues. As you’re sightseeing around the area, be sure to enjoy all there is to see and do. These are some of the parks and outdoorsy places: Pittsfield State Forest, Housatonic River, and Canoe Meadows Wildlife Sanctuary. Attractions the whole family can enjoy include Berkshire Museum and Bousquet Ski Area. Some historical places you might want to see include Colonial Theater, Hancock Shaker Village, and Herman Melville’s Arrowhead.

Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Pittsfield to help you plan yours. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

We’ve gathered some information about getting around Pittsfield to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the city center. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.