Search Motels in Windsor

If you’re having a hard time finding motels in Windsor, let us help you find a motel or something similar from over 965 accommodations in the area. Simply filter using our search tools by price per night or cost-effective amenities such as free parking and free breakfast.

At many motels, you’ll often find a free parking spot and an outdoor pool. When you stay at a motel property, you’ll usually access your room from an outside corridor overlooking the parking lot. The word “motel” was conceived in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.

Here are some of our customers’ favorite motels in the larger area. Howard Johnson by Wyndham Lenox is located 13.4 mi (21.6 km) from the heart of Windsor. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Willows Motel Williamstown: A library along with freebies like breakfast, WiFi, and parking are available during your stay. Central Windsor is 15.5 mi (25 km) away. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 11.9 mi (19.2 km) from the heart of Windsor. Williamstown Motel: Central Windsor is 15.2 mi (24.4 km) away. A library along with freebies like breakfast, WiFi, and parking are available during your stay. The Villager Motel: 17.8 mi (28.7 km) from the heart of Windsor. Enjoy the in-room free WiFi, and freebies including breakfast and parking.

Some outdoorsy places nearby include Wahconah Falls State Park, Mount Greylock State Reservation Visitor Center, and Swift River. You’ll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area, and Berkshire Scenic Railway Museum. While you’re checking out the area, consider visiting Mount Greylock, Barrington Stage Company, and Colonial Theater.

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Windsor to help you plan yours: The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor 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 Windsor to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 13.8 mi (22.2 km) away from the heart of the city. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 28.9 mi (46.5 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.