Aerial panorama of Kent Narrows earliest English settlement in Maryland, entrance to popular tourist spot Kent Island, marina, sail boats  Queen Anne's County, fishing village on the Chesapeake

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Top Cities in Kent County

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Our top choices for Kent County hotels

1. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (88 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again "
United States
Nicola
$148 nightly
The price is $164
Jul 9 - Jul 10
Total with taxes and fees
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, (926 reviews)
"Great visit"
United States
Danielle
$103 nightly
The price is $115
Jul 19 - Jul 20
Total with taxes and fees
Comfort Inn & Suites Chestertown

3. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
$178 nightly
The price is $198
Jun 28 - Jun 29
Total with taxes and fees
Inn at Huntingfield Creek

4. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (458 reviews)
"Perfect for an overnight trip, staff was very helpful."
United States
Anasmel
$71 nightly
The price is $78
Jul 9 - Jul 10
Total with taxes and fees
Red Roof Inn & Suites Chestertown

5. Inn at Haven Harbour

Inn at Haven Harbour
3.0 star property
Rock Hall
8.6 out of 10, Excellent, (4 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

6. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (4 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
$147 nightly
The price is $163
Jun 30 - Jul 1
Total with taxes and fees
Haven Point Inn and Gallery

7. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (177 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
$64 nightly
The price is $70
Jun 27 - Jun 28
Total with taxes and fees
Driftwood Inn

8. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (113 reviews)
"Every thing was great"
United States
lesia k.
$144 nightly
The price is $159
Jun 29 - Jun 30
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

9. 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 River
Millington
9.8 out of 10, Exceptional, (23 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Jun 29 - Jun 30
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

10. 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 Dining
Rock Hall
10.0 out of 10, Exceptional, (51 reviews)
"well supplied, close to the beach, comfortable. our foursome had a great time. "
United States
sarah m.
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

11. 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, (23 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
$266 nightly
The price is $294
Jun 29 - Jun 30
Total with taxes and fees
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

12. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (56 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
$258 nightly
The price is $273
Jun 28 - Jun 29
Total with taxes and fees
BAYSIDE BUNGALOW

13. Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
$361 nightly
The price is $383
Jul 14 - Jul 15
Total with taxes and fees
Bayside Cottage steps from Rock Hall Harbor

14. Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Rock Hall
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, cozy, and charming. Loved the location! "
United States
Joshua K.
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

15. BEACH WITHOUT THE BUSTLE

BEACH WITHOUT THE BUSTLE
Betterton Beach
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful and spotless and the most relaxing weekend I’ve/we had in quite some time . Will definitely be re booking this coming year for spring/summer get away"
United States
Mark S.
BEACH WITHOUT THE BUSTLE

16. Serene Waterfront Cottage with dock and gorgeous views.

Serene Waterfront Cottage with dock and gorgeous views.
Rock Hall
9.6 out of 10, Exceptional, (39 reviews)
"Easy check in and check out. Beautiful water veiw. We really enjoyed having access to the kayaks. The house was just as the listing said it would be. Definitely would rent again. "
United States
Tim S.
Serene Waterfront Cottage with dock and gorgeous views.

17. Beachcomber Suite

Beachcomber Suite
Kent County
$167 nightly
The price is $181
Jul 13 - Jul 14
Total with taxes and fees
Beachcomber Suite

18. Blue Heron Farm Waterfront Chalet

Blue Heron Farm Waterfront Chalet
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Location! Location!"
United States
Heather L.
Blue Heron Farm Waterfront Chalet

19. 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, (32 reviews)
"Beautiful, quiet, very charming. Was the perfect little get away we were looking for "
United States
Stephen G.
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!

20. Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
Rock Hall
9.8 out of 10, Exceptional, (67 reviews)
"We have always enjoyed our stays here."
United States
David G.
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
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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Top Kent County Hotel Reviews

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