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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, (127 reviews)
The price is €111
includes taxes & fees
10 Nov - 11 Nov

2. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (999 reviews)
The price is €98
includes taxes & fees
6 Dec - 7 Dec

3. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
7.2 out of 10, Good, (513 reviews)
The price is €72
includes taxes & fees
15 Nov - 16 Nov

4. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (74 reviews)
The price is €140
includes taxes & fees
16 Nov - 17 Nov

5. Driftwood Inn
Driftwood InnChestertown
5.4 out of 10, (183 reviews)
The price is €63
includes taxes & fees
9 Nov - 10 Nov

7. Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
9.6 out of 10, Exceptional, (19 reviews)

8. Guest Suite for up to 2 in a Victorian on the Chester River
Guest Suite for up to 2 in a Victorian on the Chester RiverMillington
9.8 out of 10, Exceptional, (30 reviews)
The price is €107
includes taxes & fees
9 Nov - 10 Nov

9. BAYSIDE BUNGALOW
BAYSIDE BUNGALOWRock Hall
10.0 out of 10, Exceptional, (67 reviews)
The price is €272
includes taxes & fees
9 Nov - 10 Nov

10. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!Rock Hall
10.0 out of 10, Exceptional, (33 reviews)
The price is €253
includes taxes & fees
12 Nov - 13 Nov

11. Life is better at the RIVER!--Cozy waterfront cottage
Life is better at the RIVER!--Cozy waterfront cottageGalena
10.0 out of 10, Exceptional, (123 reviews)

12. First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.8 out of 10, Exceptional, (133 reviews)
The price is €137
includes taxes & fees
9 Nov - 10 Nov

13. Serene Waterfront Cottage with dock and gorgeous views.
Serene Waterfront Cottage with dock and gorgeous views.Rock Hall
9.6 out of 10, Exceptional, (43 reviews)

14. Waterfront! Private Dock, Boat Tie-Up & Near Town
Waterfront! Private Dock, Boat Tie-Up & Near TownRock Hall
9.6 out of 10, Exceptional, (9 reviews)

15. Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!Rock Hall
10.0 out of 10, Exceptional, (39 reviews)

16. Grays Inn Creek Waterfront Pvt Dock Kayaks & View
Grays Inn Creek Waterfront Pvt Dock Kayaks & ViewRock Hall
10.0 out of 10, Exceptional, (10 reviews)

17. Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of ChestertownChestertown
10.0 out of 10, Exceptional, (34 reviews)
The price is €303
includes taxes & fees
9 Nov - 10 Nov

18. Stay in the landmark Lighthouse!
Stay in the landmark Lighthouse!Rock Hall
9.8 out of 10, Exceptional, (120 reviews)

19. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
Cozy Family Friendly 1 story 3-bedroom house in charming BettertonBetterton
The price is €311
includes taxes & fees
30 Nov - 1 Dec

20. Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront DiningRock Hall
10.0 out of 10, Exceptional, (58 reviews)
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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Showing deals for:8 Nov - 9 Nov

8.6 out of 10, Excellent, (999 reviews)
The price is €126
for 1 room
includes taxes & fees

















































































































