A coastal town with a marina, a bridge, and a highway.

Hotels in Kent County

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Top Cities in Kent County

An aerial view of a town with a river, buildings, and surrounding greenery.
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Chestertown

Chestertown

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This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Kent County hotels

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

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, (105 reviews)
"Everything was wonderful"
United States
Lynda
The price is HK$847
HK$968 total
includes taxes & fees
13 Sept - 14 Sept
The Lodge at Great Oak Landing
A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.

2. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (974 reviews)
"This was a very well maintained place and the breakfast was really good."
United States
Amy
The price is HK$813
HK$902 total
includes taxes & fees
4 Oct - 5 Oct
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

3. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (489 reviews)
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."
United States
Linda
The price is HK$565
HK$627 total
includes taxes & fees
20 Sept - 21 Sept
Red Roof Inn & Suites Chestertown
A boat deck with a white bench and a view of a calm lake and distant trees.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (73 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 HK$1,415
HK$1,571 total
includes taxes & fees
13 Sept - 14 Sept
Inn at Huntingfield Creek
A covered outdoor seating area with a view of a landscaped garden and a body of water.

5. Inn at Haven Harbour

Inn at Haven Harbour
3.0 star property
Rock Hall
8.0 out of 10, Very good, (5 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
A two-story house with a covered porch, a staircase, and a garden area.

6. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.8 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay. Beds were comfortable, and room was quiet. The host, Paul was very helpful and suggested local places to visit and eat. His home cooked breakfast was delightful with fresh herbs from his garden."
United States
Mary
The price is HK$985
HK$1,093 total
includes taxes & fees
15 Sept - 16 Sept
Haven Point Inn and Gallery
A row of motel rooms with stone walls and red doors.

7. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (181 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is HK$498
HK$553 total
includes taxes & fees
11 Sept - 12 Sept
Driftwood Inn
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

8. 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, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is HK$972
HK$2,303 total
includes taxes & fees
13 Sept - 14 Sept
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

9. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is HK$776
HK$1,246 total
includes taxes & fees
14 Sept - 15 Sept
First Floor Studio Apartment in Historic Chestertown
A building with a gabled roof and a circular vent on the roof.

10. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (64 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is HK$1,412
HK$2,260 total
includes taxes & fees
24 Sept - 25 Sept
BAYSIDE BUNGALOW
A beach view from a covered area with a wooden deck, sandy beach, rocky shoreline, and a pier in the distance.

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

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Rock Hall
9.6 out of 10, Exceptional, (14 reviews)
"We had a fantastic weekend in Rock Hall. Oyster Cottage had every thing we needed for a great family getaway! Diane was very helpful prior to our stay. We will definitely book here again!"
United States
Julie R.
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
A wooden deck with outdoor seating, overlooking a lake with boats and a dock.

12. Life is better at the RIVER!--Cozy waterfront cottage

Life is better at the RIVER!--Cozy waterfront cottage
Galena
10.0 out of 10, Exceptional, (122 reviews)
"Absolutely perfect place to retreat. The house are genuinely loving, and it shows in every detail about the cottage."
United States
Katie S.
Life is better at the RIVER!--Cozy waterfront cottage
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

13. 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, (27 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.
The price is HK$533
HK$981 total
includes taxes & fees
14 Sept - 15 Sept
Guest Suite for up to 2 in a Victorian on the Chester River
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

14. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is HK$1,251
HK$1,538 total
includes taxes & fees
14 Sept - 15 Sept
Beachcomber Suite
A deck with a table and chairs, a blue chair, a bench, and a wooden fence.

15. 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, (55 reviews)
"Great location right on the triathlon route. Super charming town that was fun to bike with kids. Hosts left a great PDF with lots of suggestions for fun activities,"
United States
Chantal C.
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
A spacious living room with a leather sofa, a wooden coffee table, and a fireplace.

16. Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (5 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is HK$1,984
HK$3,591 total
includes taxes & fees
14 Sept - 15 Sept
Bayside Cottage steps from Rock Hall Harbor
A boat on the ocean during sunset.

17. 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, (69 reviews)
"We have always enjoyed our stays here."
United States
David G.
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
A wooden dock leading to a house with a red roof, surrounded by lush greenery and a calm body of water.

18. Serene Waterfront Cottage with dock and gorgeous views.

Serene Waterfront Cottage with dock and gorgeous views.
Rock Hall
9.6 out of 10, Exceptional, (41 reviews)
"Nice place with everything I could want. Would stay there again!"
United States
Eric H.
Serene Waterfront Cottage with dock and gorgeous views.
A sandy beach with a wooden walkway leading to a calm lake, surrounded by dense green foliage.

19. Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Everything was lovely! The dock was beautiful and the accommodations were comfortable.Thanks!"
United States
Max G.
The price is HK$1,372
HK$2,475 total
includes taxes & fees
4 Oct - 5 Oct
Waterfront Retreat with Private Dock and Beach
A wooden deck with outdoor seating, overlooking a lake with boats and a dock.

20. Be persuaded to experience this vintage cottage by the Sassa

Be persuaded to experience this vintage cottage by the Sassa
Galena
9.4 out of 10, Exceptional, (15 reviews)
"Had a lovely peaceful stay. Great amenities."
United States
Joe S.
Be persuaded to experience this vintage cottage by the Sassa
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:18 Sept - 20 Sept

Image gallery for Eastern shore beachfront cottage with stunning sunset views!

Interior

Eastern shore beachfront cottage with stunning sunset views!

Worton
10/10Exceptional (14 reviews)
10% off
Price is HK$3,381
HK$10,501 total
includes taxes & fees
Eastern shore beachfront cottage with stunning sunset views!
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Top Kent County Hotel Reviews

The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

8/10 Good
"Everything was good except the snafu at check out. Gave my valet ticket to the front desk to call up our car. Turns out she gave the wrong number to valet. We waited 40 minutes before finding out she had the wrong car called. She saw us waiting in the lobby and did not inquire as to why we were still waiting. The valet guy said he saw us sitting there and wasn't sure why. I just feel like someone could have asked if everything was ok. I had to take initiative to ask the valet where our car was and he said said front desk said 408 and the ticket said 404. Other than that everything was great"
April 1-night trip
Posted 2 hours ago
The Royal Sonesta Harbor Court Baltimore

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