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Find Hotels with Bars in Chestertown, MD

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Check availability on Chestertown Hotels with Bars

Compare Chestertown Hotels with Bars room rates, reviews, and availability. Most hotels are fully refundable.

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (745)
"Staff was courteous and friendly. Room was clean and in good order. Check out was quick and very easy."
The price is SAR 400
SAR 444 total
includes taxes & fees
17 Mar - 18 Mar
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 42 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 are the best hotels with bars in Chestertown?
Here are some favorite hotels with bars in and around Chestertown: Comfort Inn & Suites Chestertown: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and seasonal outdoor pool. Sagamore Pendry Baltimore: Hotel with restaurant. Enjoy the bar, free WiFi, and room service. Hampton Inn Baltimore/Glen Burnie: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Quality Inn & Suites Bel Air I-95 Exit 77A: Hotel with restaurant. Enjoy the bar, free WiFi, and rooftop terrace. Historic Inns of Annapolis: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chestertown?
In the area, you can visit Rolphs Wharf Marina, The Mainstay, and Betterton Beach, then find a cozy spot for a nightcap. Other places to see include Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater.
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.