Find Adventure Hotels in Chestertown, MD

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Top Chestertown Adventure Hotels

Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is SAR 371
SAR 596 total
includes taxes & fees
20 Nov - 21 Nov
First Floor Studio Apartment in Historic Chestertown
Restaurant
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1005)
"Would stay again"
United States
Dena
The price is SAR 306
SAR 343 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Edgewood/Aberdeen-South
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (125)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is SAR 470
SAR 653 total
includes taxes & fees
1 Dec - 2 Dec
Kent Island Resort
Exterior
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3.0 star property
Nottingham
7.8 out of 10, Good, (1004)
"Good Location and friendly staff....."
United States
Sheldon
The price is SAR 344
SAR 397 total
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Baltimore/White Marsh
Interior
Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis
10.0 out of 10, Exceptional, (6)
"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."
United States
Kristina
Charming Pet-Friendly Stay - Near Bay & Beaches.
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is SAR 656
SAR 1,168 total
includes taxes & fees
20 Nov - 21 Nov
Waterfront Retreat with Private Dock and Beach
Marina
Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio

Fells Point
9.6 out of 10, Exceptional, (90)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is SAR 221
SAR 754 total
includes taxes & fees
23 Nov - 24 Nov
Hidden Fells Point Gem / Private Courtyard Patio
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is SAR 739
SAR 1,670 total
includes taxes & fees
1 Dec - 2 Dec
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Interior
Exclusive Sunken Living Room Soaring Exposed Brick

Exclusive Sunken Living Room Soaring Exposed Brick

Patterson Place
10.0 out of 10, Exceptional, (6)
"Place was amazing. So many amenities. So close to all the tourist attractions as well. Tons of street parking even at late night. Neighborhood is nice and secure. Would certainly stay again! Communication was excellent. "
United States
Mike J.
The price is SAR 469
SAR 1,200 total
includes taxes & fees
20 Nov - 21 Nov
Exclusive Sunken Living Room Soaring Exposed Brick
1 bedroom, iron/ironing board, travel crib, free WiFi
Romantic Hot Tub Getaway, Walking Distance to Fells Point

Romantic Hot Tub Getaway, Walking Distance to Fells Point

Upper Fells Point
10.0 out of 10, Exceptional, (32)
"Awesome place.. take advice on parking when offered "
United States
Steven B.
The price is SAR 270
SAR 634 total
includes taxes & fees
25 Nov - 26 Nov
Romantic Hot Tub Getaway, Walking Distance to Fells Point
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 Chestertown Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"."
Kristine 1-night trip
Posted 2 days ago
Historic Inns of Annapolis

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