Chestertown

It's unlikely you will forget your time in Chestertown. Located in Eastern Maryland, the area is considered a hidden treasure which rewards visitors with picturesque scenery and less crowds.

Accommodation in Chestertown

If you're travelling to Chestertown, you'll be glad to see that Travelocity's Chestertown hotels page has 5 accommodations for you to browse.

If you appreciate luxury and style, book a room at the Holiday Inn Express Hotel & Suites Chestertown or the Quality Suites. Or, perhaps the Driftwood Inn or the Great Oak Manor might be more suitable this time around.

Chestertown Vacation Packages

Away from the hustle and bustle of the big smoke, Chestertown sits 55 miles (89 kilometers) to the northeast of United States of America's capital, Washington.

If you're fixated on expanding your cultural boundaries, make sure you visit Chestertown's The Historical Society of Kent County Maryland.

Treat yourself to an evening of entertainment at the Garfield Center for the Arts at the Prince Theater.

The Navy Midshipmen football and the Chesapeake Bayhawks play home games at Navy-Marine Corps Memorial Stadium, which can be found 25 miles (40 kilometers) southwest of Chestertown. If your heart is still pounding after the game, keep the energy going at one of the area's pubs.

Before exploring the wider region, you should spend some time at Wilmer Park and Washington College.

Packages in Chestertown

How much cash do you want to save by securing a Chestertown flight and hotel deal at Travelocity?

Up to $588 is yours to save when you secure your flight and accommodation deal through us. “*Savings based on all vacation package bookings with Flight + Hotel on Travelocity.com from July 1, 2015 through June 30, 2016, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.”

Select from 400 airlines and as many as 250,000 hotels thanks to our extensive database.

From flights and hotels, to rental cars and activities, we can promise you 24/7 personal assistance via our Customer 1st Guarantee. Have you seen a better deal? Just provide us with an image of the cheaper price and we will refund the difference plus give you $50 towards your next adventure.

With no change fees from us, you don't need to worry about unforeseen incidents coming up. And as long as it's 3 days prior to your stay most accommodations don't charge fees either. Terms and Conditions apply.


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