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Find Hotels with Bars in Chestertown, MD

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

Comfort Inn & Suites Chestertown
Exterior
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (723)
"Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!"
The price is SAR 401
SAR 442 total
includes taxes & fees
2 Dec - 3 Dec
Comfort Inn & Suites Chestertown
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.
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Frequently asked questions

Searching for hotels with bars in Chestertown?
Chestertown features 43 hotels and other accommodations to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you’re here, consider a visit to Rolphs Wharf Marina and Historical Society of Kent County Maryland.
What is there to do in Chestertown?
In the area, you can visit Betterton Beach, Rock Hall Harbor, and Queenstown Harbor Golf Club, then find a cozy spot for a nightcap. Other places to see include Rolphs Wharf Marina and Historical Society of Kent County Maryland.
When is the best time to visit Chestertown?
Visiting local bars in Chestertown is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. 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.
How can I get to Chestertown and around the area?
You might want to make the most of these transportation options in and around Chestertown: Fly into Baltimore, MD (MTN-Martin State), which is located 20.3 mi (32.7 km) from the city center. Otherwise, you can search for flights to Easton, MD (ESN-Easton - Newnam), which is 28.2 mi (45.3 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.