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Top Cities in Kent County

HotelsHotels

Chestertown

Chestertown

Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

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Top Hotels in Kent County

Private beach nearby, sun-loungers, beach volleyball
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very good, (75)
"Very nice rooms, "
United States
Stephania
The price is AU$168
includes taxes & fees
13 Nov - 14 Nov
The Lodge at Great Oak Landing
Suite, Multiple Beds, Non Smoking
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2.0 star property
Chestertown
7.2 out of 10, Good, (414)
"This property was clean but dated. The carpet was stained, the furniture and fixtures were worn and broken, towels were washed but old and in need of replacement."
United States
Derek
The price is AU$122
includes taxes & fees
30 Nov - 1 Dec
Red Roof Inn & Suites Chestertown
Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (844)
"This property is clean and welcoming. We were pleasantly surprised. Check in was easy, and the room was great. Breakfast was wonderful! Great place to stay."
United States
Paula
The price is AU$173
includes taxes & fees
16 Nov - 17 Nov
Comfort Inn & Suites Chestertown
View from property
Inn at Haven Harbour

Inn at Haven Harbour

3.0 star property
Rock Hall
8.6 out of 10, Excellent, (4)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
United States
Wayne
Inn at Haven Harbour
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (56)
"Wonderful! Quiet and relaxing anniversary! Pool was great, dock is beautiful, room was clean, comfortable and spacious. Water bottles and cookies are such a nice touch. Breakfast was delicious. Amazing property and genuine hosts. Thank you"
United States
Cristy
Inn at Huntingfield Creek
Marina
Mariners Motel

Mariners Motel

2.0 star property
Rock Hall
9.4 out of 10, Exceptional, (90)
"Location was great, near marinas, very nautical atmosphere, old world charm"
United States
Christopher
The price is AU$244
includes taxes & fees
13 Nov - 14 Nov
Mariners Motel
Outdoor dining
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall
10.0 out of 10, Exceptional, (52)
"We enjoyed another great weekend at one of our favorite spots. Such a cute cottage with everything you need. So lovely to sit on the porch and enjoy the beautiful views and gardens. We have a return visit already planned."
United States
Scott Z.
BAYSIDE BUNGALOW
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (105)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is AU$246
includes taxes & fees
17 Nov - 18 Nov
First Floor Studio Apartment in Historic Chestertown
Beach
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, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is AU$440
includes taxes & fees
12 Nov - 13 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Front of property – evening/night
Driftwood Inn

Driftwood Inn

2.0 star property
Chestertown
5.2 out of 10, (174)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
United States
Quiana
Driftwood Inn
Exterior
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
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
The price is AU$194
includes taxes & fees
12 Nov - 13 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"Loved sitting on the dock, peaceful, quiet; house has everything you need"
United States
jackie r.
The price is AU$481
includes taxes & fees
12 Nov - 13 Nov
Waterfront Retreat with Private Dock and Beach
Beach towels
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, (66)
"Very well kept cottage. Its location is ideal for walking to restaurants on the water. We enjoyed the back porch with birds singing and shade from the large oak trees. A large bath was a nice feature/"
United States
David G.
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
Property grounds
Knot's Landing, spacious Apt. downtown Rock Hall

Knot's Landing, spacious Apt. downtown Rock Hall

Rock Hall
9.4 out of 10, Exceptional, (6)
"This was an ideal home base for our stay during the Pirate and Wench event. A trolley stop is literally at the door. Steps from all the action of the Main Street part of the festival. Scrupulously clean. Everything you could think of if you forgot something. Beds incredibly comfortable. They warn you about the stairs, so that cannot be counted as a negative. They are pretty fierce for older knees. But we only needed a place to sleep, and put our party clothes on, so was a minimal impact....
United States
Billie
Knot's Landing, spacious Apt. downtown Rock Hall
Beach towels
Peaceful getaway convenient to local amenities including beach, boating & food

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall
9.8 out of 10, Exceptional, (119)
"Great place, calming vibe, located in the middle of everything you may need. "
United States
Kim
Peaceful getaway convenient to local amenities including beach, boating & food
Terrace/patio
High Tide Haven Suite

High Tide Haven Suite

Kent County
The price is AU$309
includes taxes & fees
20 Nov - 21 Nov
High Tide Haven Suite
Exterior
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Chestertown
10.0 out of 10, Exceptional, (10)
"Check-in was very easy. House was clean and well supplied with everything we needed. Peaceful and quiet. Mowed and cleared trails to enjoy. "
United States
Carol B.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Outdoor pool
Charming cottage with Pool Access and WiFi in lovely Rock Hall

Charming cottage with Pool Access and WiFi in lovely Rock Hall

Rock Hall
10.0 out of 10, Exceptional, (4)
"Hosts were kind and welcoming. Cottage was really nice to stay in. Pool was refreshing. I greatly enjoyed my 2 night stay for the fall triathlon."
United States
Darin S.
Charming cottage with Pool Access and WiFi in lovely Rock Hall
Property grounds
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, (29)
"Very quaint, clean. The check in was very easy."
United States
Patty M.
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (1)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is AU$422
includes taxes & fees
16 Nov - 17 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants
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

The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

10/10 Excellent
"The room was very clean and quite spacious. The location on the water was beautiful,"
Susan 1-night trip
Posted 2 days ago
The Royal Sonesta Harbor Court Baltimore

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