Photo by Assya A

Romantic Hotels in Chestertown, Maryland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Chestertown Romantic Hotels

Chestertown Romantic Hotels information

 

Romantic Hotels in Chestertown

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

 

Frequently asked questions

Searching for romantic hotels in Chestertown?
Are you looking for a romantic vacation? 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 neighborhood or distance to top landmarks, so you’ll be able to see everything on your list.
What's the best hotel for couples in Chestertown?
Red Roof Inn & Suites Chestertown is a favorite hotel for couples, and features free WiFi and free parking.
How many romantic hotels will we be able to find in Chestertown?
Expedia has 7 romantic Chestertown hotels for you both to enjoy.
When is the best time to visit Chestertown?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chestertown: 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 is there to do in Chestertown?
There’s nothing better than seeing a new place with your sweetheart, so consider taking time to discover 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 center. If you’d like to explore around the area, consider renting a car to take in more sights.

Recent Reviews in Chestertown
Expedia verified reviews