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Romantic Hotels & Resorts in Chestertown

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Best Chestertown Romantic Hotels

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (77)
"We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
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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 Romantic Hotels information

 

Romantic Hotels in Chestertown

5

Highest price
Cheapest price
Number of guest reviews
54
Total number of hotels in Chestertown
994

 

Frequently asked questions

Searching for romantic hotels in Chestertown?
Are you looking for a romantic getaway? You might consider checking out some of the nearby sights and attractions such as Rolphs Wharf Marina, Historical Society of Kent County Maryland or Garfield Center for the Arts at the Prince Theater. If you’re interested in staying close to a certain attraction, you can sort properties by neighbourhood or distance to top sights, so you’ll be able to see everything on your list.
What's the best place to stay for a romantic getaway to Chestertown?
Red Roof Inn & Suites Chestertown is a favourite hotel for couples, and features free WiFi and free parking.
How many romantic hotels should we expect to find in Chestertown?
Expedia has 7 romantic Chestertown hotels for you both to enjoy.
#### When is the Best Time to Visit Chestertown?\n
If you’re looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Chestertown: 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 is there to do in Chestertown?
There’s nothing better than wandering around a new place with your sweetheart, so consider checking out all that Chestertown has to offer. A visit to Rolphs Wharf Marina, Historical Society of Kent County Maryland or Garfield Center for the Arts at the Prince Theater might be just the ticket when you’re checking out the sights.
What's the best way to get to Chestertown and around town during my romantic getaway?
These transportation options in Chestertown might help your romantic getaway go off without a hitch: To get to Chestertown, book a flight to Baltimore, MD (MTN-Martin State), which is the closest major airport, located 20.3 mi (32.7 km) from the city centre. If you’d like to explore around the area, consider renting a car to explore more sights.

Recent Reviews in Chestertown
Expedia verified reviews