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Find Cheap Hotels in Chestertown, MD

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Check availability on Chestertown Cheap Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Chestertown Cheap Hotels

Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.2 out of 10, Good, (406)
"We had a great stay with our two Pups.. The room was very nice and comfortable and very clean."
United States
Cynthia
The price is AED 298
AED 330 total
includes taxes & fees
2 Nov - 3 Nov
Red Roof Inn & Suites Chestertown
Lobby
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (834)
"The thermostat controls were easy to adjust. Night desk lady was friendly and pleasant. "
United States
Charlie
The price is AED 375
AED 416 total
includes taxes & fees
27 Oct - 28 Oct
Comfort Inn & Suites Chestertown
Front of property - evening/night
Driftwood Inn
Driftwood Inn
2.0 star property
5.2 out of 10, (174)
"Rooms are clean, staf was helpful "
United States
Daryl
Driftwood Inn
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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Top Chestertown Hotel Reviews

Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG

10/10 Excellent
"Perfect stay! from the light lavendar fresh painted walls to the fluffy white bed pillows, it was an excellent choice of hotels to stay. The breakfast room has plenty of room to enjoy the morning freshly grinded and brewed coffee and the variety of breakfast items! Loved the whole hotel experience!"
Dawn 1-night trip
Posted 3 days ago
Garner Hotel Glen Burnie BWI Airport Area by IHG

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Frequently asked questions

What is Chestertown like for travelers on a budget?
Chestertown has a variety of cheap accommodations and places to visit, making it a great getaway spot for budget travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Historical Society of Kent County Maryland, Rolphs Wharf Marina, and Chesapeake Bay.
When is the best time for a budget trip to Chestertown?
Weather will likely play an important role when you plan your trip to Chestertown, and keep in mind that cheaper options are usually available when the weather isn't as good. 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 see and do in Chestertown?
You don't have to spend a fortune to find things to see and do in Chestertown. You can budget for the local attractions that interest you most, and then plan some activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at Chesapeake Bay, Chestertown Dog Park, or Urieville Park.
How can I get to Chestertown and get around on a budget?
Scoping out the transportation options in Chestertown is a smart way to keep your trip affordable. The nearest airport is Baltimore, MD (MTN-Martin State), 20.3 mi (32.7 km) away. However, if that doesn't suit your budget, the next closest is 28.2 mi (45.3 km) away: Easton, MD (ESN-Easton - Newnam). Chestertown might not have very many public transportation choices so a car rental could be an economical alternative to see the area.