- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Top cities in Kent County

Chestertown
Check prices for these dates
Our top choices for Kent County hotels

1. The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
8.0 out of 10, Very good, (129 reviews)
The price is ₩147,452
₩168,583 total
includes taxes & fees
Nov 11 - Nov 12

2. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (1,000 reviews)
The price is ₩133,853
₩148,577 total
includes taxes & fees
Dec 6 - Dec 7

3. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
7.2 out of 10, Good, (513 reviews)
The price is ₩98,289
₩109,101 total
includes taxes & fees
Nov 16 - Nov 17

4. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (74 reviews)
The price is ₩191,291
₩212,344 total
includes taxes & fees
Nov 16 - Nov 17

5. Driftwood Inn
Driftwood InnChestertown
5.4 out of 10, (183 reviews)
The price is ₩86,696
₩96,239 total
includes taxes & fees
Nov 10 - Nov 11

7. Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
9.6 out of 10, Exceptional, (20 reviews)

8. 3 Mi to Washington College! Updated Home w/ Patio
3 Mi to Washington College! Updated Home w/ PatioChestertown
10.0 out of 10, Exceptional, (1 review)

9. Walk to Historic Chestertown: Dog-friendly Retreat
Walk to Historic Chestertown: Dog-friendly RetreatChestertown

10. Pet-friendly Home on Chester River w/ Dock!
Pet-friendly Home on Chester River w/ Dock!Chestertown

11. Rock Hall Retreat w/ Balcony Near Park & Marina!
Rock Hall Retreat w/ Balcony Near Park & Marina!Rock Hall

12. Waterfront Millington Vacation Rental w/ Hot Tub!
Waterfront Millington Vacation Rental w/ Hot Tub!Millington
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.
Hotels recommended for families in Kent County

8.6 out of 10, Excellent, (1,000)
The price is ₩133,853
₩148,577 total
includes taxes & fees
Dec 6 - Dec 7






























































































