Find Winchester motels from $90

Because you’ll save on your room, you can make the most of what Winchester has to offer. In the larger area, favorite places to visit include TD Garden, Fenway Park, and Encore Boston Harbor.

At many motels, you’ll often find free parking 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 coined in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.

These are some of Expedia customers’ favorite motels to choose from in the larger area. Motel 6 Framingham, MA - Boston West is located 20.6 mi (33.2 km) from the heart of Winchester. Enjoy access to the laundry facilities, and freebies including WiFi and parking. Knights Inn Danvers: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Winchester is 12.3 mi (19.8 km) away. Monticello Inn Framingham: Enjoy access to the laundry facilities, and freebies including WiFi and parking. Located 17 mi (27.4 km) from the heart of Winchester. Motel 6 Tewksbury, MA - Boston: Central Winchester is 13.8 mi (22.1 km) away. Free WiFi and free parking are available during your stay, along with room amenities like climate control.

Favorite places in and around Winchester include TD Garden, Fenway Park, and Encore Boston Harbor. Enjoy nature with a stop at Winter Pond and Middlesex Fells Reservation. You’ll find these family-friendly sights in the area: New England Aquarium, Harvard Museum of Natural History, and MIT Museum. While you’re checking out the area, consider visiting Harvard Square, Boston Harbor, and Faneuil Hall Marketplace.

Weather can make or break a roadtrip, so here’s some data about year-round temperatures in Winchester to help you plan yours: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, April, and March, with each month seeing an average of 6 inches of snowfall.

We’ve gathered some information about local transportation options in Winchester to help you navigate your stay: Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is located 7.7 mi (12.3 km) from the city center. You can also search for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8.4 mi (13.5 km) away. To venture out into the surrounding area, ride one of the trains from Winchester Station or Winchester Wedgemere Station.