An aerial view of a town with a river, buildings, and surrounding greenery.

Chestertown Cheap Hotels

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Check availability on Chestertown Cheap Hotels

Tonight
2 Sept - 3 Sept
Tomorrow
3 Sept - 4 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Chestertown cheap hotels

Breakfast area
Lobby
Room
Lobby

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
HK$813
HK$902 total
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn & Suites Chestertown
Exterior
Exterior
Room
Exterior

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Linda
HK$564
HK$626 total
includes taxes & fees
8 Sept - 9 Sept
Red Roof Inn & Suites Chestertown
Front of property – evening/night
Front of property
Lobby
Living area

3. Driftwood Inn

Driftwood Inn
Chestertown
United States
Vanesa
HK$498
HK$553 total
includes taxes & fees
4 Sept - 5 Sept
Driftwood Inn
Beach
Property grounds
Reception
Point of interest

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Lynda
HK$847
HK$968 total
includes taxes & fees
20 Sept - 21 Sept
The Lodge at Great Oak Landing
Room
Room
Room
Room

5. Motel Edgewood

Motel Edgewood
Edgewood
United States
Kamau
HK$423
HK$474 total
includes taxes & fees
3 Sept - 4 Sept
Motel Edgewood
Room
Exterior
Property amenity
Vending machine

6. Super 8 by Wyndham Havre De Grace Aberdeen Area

Super 8 by Wyndham Havre De Grace Aberdeen Area
Havre De Grace
United States
Sharon
HK$438
HK$491 total
includes taxes & fees
7 Sept - 8 Sept
Super 8 by Wyndham Havre De Grace Aberdeen Area
Reception
Reception
Pool
Bathroom

7. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
Edgewood
United States
walter
HK$656
HK$734 total
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn & Suites Edgewood/Aberdeen-South
Terrace/patio
Living area
Pool
Exterior

8. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
Aberdeen
United States
Eileen
HK$797
HK$893 total
includes taxes & fees
9 Sept - 10 Sept
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Room
Exterior
Breakfast area
Lobby

9. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Faezeh
HK$784
HK$870 total
includes taxes & fees
28 Sept - 29 Sept
Quality Inn Grasonville near Kent Island
Lobby
Exterior
Business centre
Yoga

10. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Bel Air
United States
Albert
HK$702
HK$786 total
includes taxes & fees
9 Sept - 10 Sept
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
View all properties

Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

8/10 Good
"Ok"
Joseph 5-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"The locations is excellent. Disappointing that when walking around room in socks, it was clear the carpeting was dirty. Other than that, we enjoyed our stay."
Debra 2-night trip
Posted 12 hours ago
Historic Inns of Annapolis
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

8/10 Good
"good stay"
Jose 1-night trip
Posted 17 hours ago
Comfort Inn & Suites Chestertown
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

10/10 Excellent
"My visit was great I have no complaints also the complimentary breakfast was really good alot of options and great food choices in also liked the fact that check out time was at 12 noon I'll definitely stay next time I visit the area thank you"
Iam 1-night trip
Posted 19 hours ago
Best Western Plus Hotel & Conference Center

Frequently asked questions

What is Chestertown like for travellers on a budget?
Chestertown has cheap accommodation options and a range of things to see and do, making it a great holiday choice for budget-conscious travellers. You can find ways to save money while getting to know this destination, which is home to attractions such as Chestertown Historic District, Northern Chesapeake Bay 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, but bear 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 temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.
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 fill your itinerary with activities that cost little or nothing at all. If you're eager to get outdoors, you can enjoy the natural setting at Northern Chesapeake Bay, Chesapeake Bay or Chestertown Dog Park.
How can I get to Chestertown and get around on a budget?
Looking at these ways to get around Chestertown is a smart way to keep your trip affordable. The nearest airport is 20.3 mi (32.7 km) away from the centre in Baltimore, MD (MTN-Martin State). If that doesn't suit your budget, you can book a flight to Easton, MD (ESN-Easton - Newnam), located 28.2 mi (45.3 km) away. Chestertown may not have many public transport options to choose from so a car rental could be a reasonable alternative to explore more of the area.

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