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Our top choices for Kent County hotels

1. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (128 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is RM438
RM501 total
includes taxes & fees
10 Nov - 11 Nov
The Lodge at Great Oak Landing

2. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (999 reviews)
"Good hotel"
United States
Michael
The price is RM399
RM442 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Chestertown

3. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (513 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is RM292
RM324 total
includes taxes & fees
15 Nov - 16 Nov
Red Roof Inn & Suites Chestertown

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is RM569
RM631 total
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek

5. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is RM258
RM286 total
includes taxes & fees
9 Nov - 10 Nov
Driftwood Inn

6. Inn at Haven Harbour

Inn at Haven Harbour
3.0 star property
Rock Hall
7.8 out of 10, Good, (6 reviews)
"Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon. The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. "
United States
Gloria
Inn at Haven Harbour

7. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (20 reviews)
"We enjoyed our stay and would go back again."
United States
Linda
Haven Point Inn and Gallery

8. 3 Mi to Washington College! Updated Home w/ Patio

3 Mi to Washington College! Updated Home w/ Patio
3.0 star property
Chestertown
10.0 out of 10, Exceptional, (1 review)
"Clean house and it was very comfortable for a friends wedding nearby. We had to call the host about opening the door but it was easily resolved. Downtown was cute with shops and dining. It is a college town and a bit far from some familiar shopping like target or Walmart. Just plan accordingly for food and any other needs if you stay longer. I would recommend going back here again!"
United States
Sydney
3 Mi to Washington College! Updated Home w/ Patio

9. Walk to Historic Chestertown: Dog-friendly Retreat

Walk to Historic Chestertown: Dog-friendly Retreat
3.0 star property
Chestertown
Walk to Historic Chestertown: Dog-friendly Retreat

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

Pet-friendly Home on Chester River w/ Dock!
3.0 star property
Chestertown
Pet-friendly Home on Chester River w/ Dock!

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

Rock Hall Retreat w/ Balcony Near Park & Marina!
3.0 star property
Rock Hall
Rock Hall Retreat w/ Balcony Near Park & Marina!

12. Waterfront Millington Vacation Rental w/ Hot Tub!

Waterfront Millington Vacation Rental w/ Hot Tub!
3.0 star property
Millington
Waterfront Millington Vacation Rental w/ Hot Tub!
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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