Find Chester motels from $81

If you’re not able to find a motel in Chester, let Expedia help you find motels or similar properties from over 1182 lodging options in the area. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.

Motels often have free parking, and many have outdoor pools. Often one or two stories tall, motel properties usually have exterior corridors overlooking the parking lot or an outdoor pool. Motels made their debut in the 1920s as a convenient place to stay for the tired traveler taking a road trip along the major roadways of America.

Here you’ll find some of our customers’ top motels in the larger area. Days Inn by Wyndham Easton is located 20 mi (32.2 km) from the heart of Chester. Enjoy access to the 24-hour business center, and freebies including breakfast, WiFi, and parking. Village Inn: Free WiFi, free parking, and laundry facilities are available during your stay. Central Chester is 10.4 mi (16.8 km) away. Econo Lodge Easton Route 50: Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Located 18.6 mi (30 km) from the heart of Chester. Mariners Motel: Central Chester is 11.3 mi (18.2 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like climate control. Hillside Motel: 12.5 mi (20 km) from the heart of Chester. Enjoy access to the free WiFi and free parking, as well as room amenities like a microwave.

Some outdoorsy places nearby include Matapeake State Park, Chesapeake Bay Environmental Center, and Love Point State Park. You’ll find these family-friendly sights in the area: Annapolis Maritime Museum, Thurgood Marshall Memorial, and Chesapeake Bay Maritime Museum. While you’re checking out the area, consider visiting Sandy Point Beach, Queenstown Harbor Golf Club, and Chesapeake Bay Bridge.

Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Chester to help you plan yours. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.

We’ve gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Easton, MD (ESN-Easton - Newnam), which is located 16.6 mi (26.7 km) away from the city center. Otherwise, look for flights into Baltimore Washington Intl. Airport (BWI), which is 24.8 mi (39.9 km) away. If you’d like to explore around the area, you may want a rental car for your journey.