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Motels in Chestertown

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Popular motels in Chestertown

Pricing data was last updated on 12 September 2025.
These are some of the motels in Chestertown with the highest demand.

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Driftwood Inn
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown, MD, United States
Motel in Chestertown with free parking Along with a 24-hour front desk, this motel has express check-in and express check-out. Free WiFi in public areas and free self parking are also provided. Driftwood Inn offers 28 accommodations with coffee/tea makers and hair dryers. Premium satellite television is provided. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.
Free Wi-Fi
Parking
4.5
Okay
166 reviews
Location
1.5 km from city centre
C$ 96
View Deal
All motels in Chestertown, MD

Highest-rated Chestertown motels

Pricing data was last updated on 12 September 2025.
Find and compare prices for the top-rated motels in Chestertown based on user reviews.
Driftwood Inn
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown, MD, United States
1.5 km from city centre
Free Wi-Fi
Parking
C$ 96
Avg. per night
View Deal

Cheapest motels in Chestertown, MD

Pricing data was last updated on 12 September 2025.
These are some of the lowest-priced motels in Chestertown we’ve come across for the dates selected. Motels in Chestertown can be found for as low as C$ 96 per night.
Driftwood Inn
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown, MD, United States
1.5 km from city centre
Free Wi-Fi
Parking
C$ 96
Avg. per night
View Deal

Stay elsewhere in Chestertown, MD

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