Search Motels in Chestertown

If you can’t find a motel in Chestertown, consider some of the motels we suggest around the area or let us help you find something similar from over 43 hotels and other lodging options. Just use our search tools to filter by nightly room rate or cost-saving amenities such as free breakfast and free airport transport.

At most motels, you’re likely to find a free parking spot and an outdoor pool. When you stay at a motel, you’ll often have access to your room from an outside corridor overlooking the car park. Motels began in the 1920s as a place to stay for the weary traveller driving along America’s major roadways.

Here are some of our customers’ top motels to book in the larger area. Driftwood Inn: Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking. Super 8 by Wyndham Aberdeen MD: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Chestertown is 21.8 mi (35.1 km) away. Days Inn by Wyndham Aberdeen: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi and self-parking. Located 21.8 mi (35.1 km) from the heart of Chestertown. Super 8 by Wyndham Baltimore/Essex Area: Central Chestertown is 21.8 mi (35 km) away. A business centre along with freebies such as WiFi, self-parking and a cruise ship terminal shuttle are available during your stay. Hilltop Motel: 20.5 mi (33.1 km) from the heart of Chestertown. Enjoy access to the snack bar/deli, and freebies including WiFi and self-parking.

Some outdoorsy places nearby include Wilmer Park, Betterton Beach and Miami Beach. You’ll find these family-friendly attractions in the area: Crumpton Auction and Hazel Miner Monument. During your trip, here are some other places to visit: Rolphs Wharf Marina, Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater.

Weather can make or break a road trip, so we’ve gathered some data about year-round temperatures in Chestertown to help you plan yours. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.

We’ve gathered some information about getting around Chestertown to help you navigate your stay: Fly into Baltimore, MD (MTN-Martin State), which is located 20.3 mi (32.7 km) away from the city centre. Otherwise, you can search for flights to Easton, MD (ESN-Easton - Newnam), which is 28.2 mi (45.3 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.