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Hotels in Chestertown, MD

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Travel insights for hotels in Chestertown

Use our HotelsCombined data-powered tips to help you find your next hotel in Chestertown.

What is the cheapest month to book a hotel in Chestertown?

The cheapest month to book a hotel in Chestertown is July (C$ 123). Conversely, the most expensive month to stay in Chestertown is June (C$ 285).

What is the cheapest day to stay in a hotel in Chestertown?

The cheapest day to stay in Chestertown is Sunday (C$ 115). On the other hand, travellers can expect to pay the most on Monday, when the average nightly price is C$ 267.

How far ahead should you book a hotel in Chestertown?

Save money by booking a hotel at least 12 days before your trip to Chestertown. The lowest price found when booking 12 days ahead was C$ 100 per night.

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Cheapest hotels in Chestertown, MD

Out of the hotels in Chestertown we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Driftwood Inn
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown, MD, United States
1.5 km from city centre
Free Wi-Fi
Parking
C$ 97
Avg. per night
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Facts about staying in Chestertown, MD

  • What are the best hotels in Chestertown?

    295 reviews rated Comfort Inn and Suites Chestertown with an average score of 8.2/10. It may also be worth looking into the Brampton 1860, which received a rating of 9.2/10 from 39 reviews. First Floor Studio Apartment in Historic Chestertown could also be a good option, with a score of 9.5/10 from 105 reviews.

  • What are some other cities to stay in when visiting Maryland?

    In addition to Chestertown, travellers opt to visit Ocean City when visiting Maryland. Bethesda is also a popular choice to visit.

  • How many hotels are there in Chestertown?

    In total, there are 50 hotels to choose from in Chestertown, compared to 11,683 properties in Maryland.

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