Find Sheffield motels from $55

If you can’t find a motel in Sheffield, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 31 hotels and other accommodations. Simply filter using our search tools by price per night or cost-saving amenities such as free breakfast and free airport transportation.

Motels often offer free parking, and many also feature an outdoor pool. Often one or two stories tall, motel properties usually have exterior corridors overlooking the parking lot or an outdoor pool. Motels began in the 1920s as a convenient place to stay for the weary traveler taking a road trip along America’s major roadways.

Here are some of Expedia customers’ favorite motels in the larger area. Howard Johnson by Wyndham Lenox is located 20.7 mi (33.4 km) from the heart of Sheffield. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Monument Mountain Motel: Free WiFi, free parking, and a picnic area are available during your stay. Central Sheffield is 6.7 mi (10.8 km) away. Travelodge by Wyndham Great Barrington Berkshires: Enjoy access to the laundry facilities, and freebies including WiFi and parking. Located 8.3 mi (13.4 km) from the heart of Sheffield. Pleasant Valley Motel West Stockbridge: Central Sheffield is 14.9 mi (24 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. The Briarcliff Motel: 9.1 mi (14.6 km) from the heart of Sheffield. Enjoy access to the picnic area, and freebies including breakfast, WiFi, and parking.

These are some of the parks and outdoorsy places: Mount Everett State Reservation, Housatonic River, and Thom Reed UFO Monument Park. You’ll find these family-friendly sights in the area: Harney and Sons Tea Tasting Room, Hornets Nest Paintball, and Hoffman’s Pottery. Other places worth a visit include Magnolia Bluffs Casino and Ashley House.

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Sheffield 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 28°F. The snowiest months in Sheffield 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 Sheffield to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.