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Find Luxury Hotels in Chestertown, MD

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Find properties with these dates

Tonight
May 4 - May 5
Tomorrow
May 5 - May 6
Next weekend
May 10 - May 12

Pick from 1 Chestertown Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Driftwood Inn
2.0 star property
5.0 out of 10, (159)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is NT$2,055
per night
May 5 - May 6
Driftwood Inn
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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.

Chestertown Luxury Hotels information

 

Luxury Hotels in Chestertown

1

Highest price
NT$2,055
Cheapest price
NT$2,055
Number of guest reviews
159
Total number of hotels in Chestertown
996

 

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Chestertown?
Use Expedia to help you arrange a flight to Baltimore, MD (MTN-Martin State) airport or Easton, MD (ESN-Easton - Newnam) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chestertown offers. During your visit, you might want to enjoy the university which Chestertown is known for.
How many luxury hotels are there in Chestertown?
Lie in the lap of luxury during your getaway to Chestertown in one of Expedia’s 6 luxury hotels.
What's the best time to vacation in Chestertown?
Planning for the weather is an important factor for making your trip to Chestertown a success, especially when you’re splurging. 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 Chestertown is 48 inches.
What's there to see and do in Chestertown?
When you’re in Chestertown, enjoy exploring the sights and attractions here including Rolphs Wharf Marina, Historical Society of Kent County Maryland, and Garfield Center for the Arts at the Prince Theater. If you have extra time while you’re in the area, you might want to see Wilmer Park and Crumpton Auction.

Recent reviews of Chestertown hotels
Expedia verified reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
Best location ever!
"This hotel was a marvelous surprise! It could not be in a better location. Just loved it! I want to stay in all 3 buildings now. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 2 days ago
Historic Inns of Annapolis