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Find a Great Motel Chestertown

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Motels in Chestertown

Exterior
Super 8 by Wyndham Aberdeen MD
Super 8 by Wyndham Aberdeen MD
2.0 star property
7.0 out of 10, Good, (853)
"Parking was easy. Bed was super comfy. "
United States
Martha J.
The price is AU$101
includes taxes & fees
16 Nov - 17 Nov
Super 8 by Wyndham Aberdeen MD
Marina
Mariners Motel
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, (90)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
United States
Tim
The price is AU$245
includes taxes & fees
2 Nov - 3 Nov
Mariners Motel
In-room safe, desk, soundproofing, iron/ironing board
Days Inn by Wyndham Aberdeen
Days Inn by Wyndham Aberdeen
2.0 star property
7.0 out of 10, Good, (899)
"Was a great place to stay for 8 hours"
United States
David
The price is AU$124
includes taxes & fees
10 Nov - 11 Nov
Days Inn by Wyndham Aberdeen
Restaurant
White Marsh Motel
White Marsh Motel
2.0 star property
6.6 out of 10, (27)
"Starting with the checking service was friendly and accommodating "
United States
William
White Marsh Motel
Exterior
Super 8 by Wyndham Baltimore/Essex Area
Super 8 by Wyndham Baltimore/Essex Area
2.0 star property
5.4 out of 10, (400)
"Just a nice quiet cool place clean rooms and the bed is away from the door lol"
United States
Jamelle
The price is AU$140
includes taxes & fees
27 Oct - 28 Oct
Super 8 by Wyndham Baltimore/Essex Area
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is AU$145
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestertown Hotel Reviews

SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent
"It was a great experience "
Pamela 2-night trip
Posted 2 days ago
SpringHill Suites Baltimore White Marsh/Middle River

Find out more about Chestertown

Chestertown Motels information

Number of reviews
2,738
Accommodation
10 Motels
Lowest Price
AU$101
Highest Price
AU$245

Frequently asked questions

What can I expect from a motel trip to 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 38 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.
What's it like to stay in a motel?
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.
What are the best motels in Chestertown?
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. Village Inn Annapolis MD: Free WiFi, free parking and laundry facilities are available during your stay. Central Chestertown is 25.6 mi (41.1 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. Room amenities such as free Wi-Fi are included, along with freebies such as breakfast, self-parking and a cruise ship terminal shuttle. Super 8 by Wyndham Aberdeen MD: 21.8 mi (35.1 km) from the heart of Chestertown. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi and self-parking.
What can I do in Chestertown?
These are some of the parks and outdoorsy places: Chesapeake Bay, Chestertown Dog Park and Urieville Park. 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: Historical Society of Kent County Maryland, Rolphs Wharf Marina and Garfield Center for the Arts at the Prince Theater.
What's the seasonal weather like in Chestertown?
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.
What are my options for getting around Chestertown while staying in a motel?
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.