Photo by Assya A

Find Cheap Hotels in Chestertown, MD

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 2 Chestertown Cheap Hotels 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, (678)
"Breakfast area and food was below expectations"
The price is SAR 471
SAR 518 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Comfort Inn & Suites Chestertown
Driftwood Inn
Front of property - evening/night
Driftwood Inn
2.0 star property
5.0 out of 10, (160)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is SAR 238
SAR 264 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Driftwood Inn
Don't see what you're looking for?
See all available properties in 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.

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 Rolphs Wharf Marina, Historical Society of Kent County Maryland, and Garfield Center for the Arts at the Prince Theater.
What's the weather like in 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 Wilmer Park, Betterton Beach, or Miami Beach.
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.

Recent reviews of Chestertown hotels
Expedia verified reviews

Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

5/5 Excellent
Nice hotel, good stay.
"Good value for your money. Staff very accommodating. Have pool & a small patio. Did not use shuttle, had a car club next doir but heard nothing. Mcdonalds to walk to. Room has fridge & microwave. Breakfast was great with plenty if options & staff(seveka)? Wss so nice & friendly& aleays accomodating, very pleasant. It was a good stay. "
A verified traveler stayed at Best Western Plus Hotel & Conference Center
Posted 1 day ago
Best Western Plus Hotel & Conference Center