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Find Hotels with Restaurants in Chestertown, MD

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Pick from 5 Chestertown Hotels with Restaurants and compare room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (673)
"The onsite manager was very helpful. The staff was very nice. "
The price is $123
$137 total
includes taxes & fees
May 28 - May 29
Comfort Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, (267)
"Sometimes, you don’t need a fancy place; just a clean place. That’s what this is. Maybe there weren’t the newest finishes, but we really appreciated having the extra pull-out couch and space in the room. It was perfect for traveling with my 3 teenagers."
The price is $76
$85 total
includes taxes & fees
May 28 - May 29
Red Roof Inn & Suites Chestertown
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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 Hotels with Restaurants information

 

Hotels with Restaurants in Chestertown

5

Highest price
$123
Cheapest price
$76
Number of guest reviews
940
Total number of hotels in Chestertown
997

 

Frequently asked questions

How much do hotels with dining in Chestertown cost?
Hotels in Chestertown range between $76 to $123 per night. Bring your appetite — these stays have restaurants or offer access to some great dining experiences. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with dining in Chestertown?
Many visitors seeking a family-friendly hotel with dining in Chestertown pick Comfort Inn & Suites Chestertown. With a 2.5-star rating and amenities including a swimming pool and complimentary breakfast, it’ll get your crew’s nod of approval. Red Roof Inn & Suites Chestertown is a 2-star stay that will also place you within easy reach of some delicious dining experiences. Laundry facilities and front desk services help make it a comfy base for your family getaway. Chestertown has loads of family-friendly attractions to discover when you need to keep the kids busy. River Arts Chestertown and Historical Society of Kent County Maryland guarantee fun for travelers young and old.
Why book your hotel with dining in Chestertown with Expedia?
Whether you’re after a hotel with a restaurant, or one that’s close to a foodie hot spot, Expedia will have a stay that suits your tastes. Use our handy filters to search for Chestertown hotels with on-site dining. You can also search for properties in desired locations full of cafés, restaurants or markets. Whatever suits your style, you’ll always score a delectable deal with Expedia!
How can I find cheap hotels with dining in Chestertown?
With Expedia’s nifty filter tool, scoring cheap hotels with dining in Chestertown couldn’t be simpler. To view accommodations that are easy on your bank balance, narrow down your search by meal plans, budget and star rating.
What is there to do in Chestertown near my hotel with dining?
If you’re eager to experience the best of Chestertown, Historical Society of Kent County Maryland is the perfect place to start.

Recent reviews of Chestertown hotels
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

5/5 Excellent
"The hotel was very accommodating. I got the king size bed that I was supposed to have. on Friday night, just before I was about to leave on my trip to the hotel I had been told that my king size bed was no longer available but when I checked in, they made it available to me. I am very pleased with the outcome."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh