Photo by Assya A
Search Kent County Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Kent County
Family friendly
Top Cities in Kent County

Chestertown
Check prices for these dates
Top Hotels in Kent County

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (791)
The price is CA $151
CA $167 total
includes taxes & fees
Aug 17 - Aug 18

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
8.0 out of 10, Very good, (58)
The price is CA $182
CA $202 total
includes taxes & fees
Aug 12 - Aug 13

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (384)
The price is CA $99
CA $110 total
includes taxes & fees
Aug 14 - Aug 15

Inn at Huntingfield Creek
Inn at Huntingfield Creek
10.0 out of 10, Exceptional, (52)
The price is CA $234
CA $260 total
includes taxes & fees
Aug 13 - Aug 14

Inn at Haven Harbour
Inn at Haven Harbour
10.0 out of 10, Exceptional, (1)
The price is CA $288
CA $347 total
includes taxes & fees
Aug 12 - Aug 13

Driftwood Inn
Driftwood Inn
5.2 out of 10, (171)
The price is CA $87
CA $97 total
includes taxes & fees
Aug 11 - Aug 12
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Kent County Hotel Reviews

The Royal Sonesta Harbor Court Baltimore
10/10 Excellent
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top cities in Kent County
Hotels near popular Attractions
- Hotels near Washington College
- Hotels near Rock Hall Harbor
- Hotels near Betterton Beach
- Hotels near Eastern Neck National Wildlife Refuge
- Hotels near River Arts Chestertown
- Hotels near The Mainstay
- Hotels near Historical Society of Kent County Maryland
- Hotels near Ferry Park
- Hotels near Wilmer Park
- Hotels near Waterman’s Museum
More Accommodation Types in Kent County
- Vacation Homes in Kent County
- Apartments in Kent County
- Cottages in Kent County
- Condo Rentals in Kent County
- Guest Houses in Kent County
- B&B in Kent County
- Motels in Kent County
- Houseboats in Kent County
- RV Parks in Kent County
- Farmstay in Kent County
- Cabin Rentals in Kent County
- Aparthotels in Kent County
- Villas in Kent County
- Inns in Kent County
- Hostels in Kent County
- Lodges in Kent County
Hotels near Kent County Airports
Explore more hotels
- Hyatt Regency Baltimore Inner Harbor
- La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
- Holiday Inn Baltimore BWI Airport by IHG
- The Royal Sonesta Harbor Court Baltimore
- Lord Baltimore Hotel
- Hyatt Place Baltimore Inner Harbor
- Baltimore Marriott Inner Harbor at Camden Yards
- Renaissance Baltimore Harborplace Hotel
- Historic Inns of Annapolis
- Sonesta ES Suites Baltimore BWI Airport
More ways to book
Expedia's Latest Trends
Hotels
Flights
Packages