Somewhere over the rainbow... Terrific view on the plane back to the North.

Find all hotels by Independent in Chestertown, MD from AED 270

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Compare rooms and suites by Independent in Chestertown with rates, reviews, and availability. Most hotels are fully refundable.

"Beautiful place"

AED 848 total

includes taxes & fees

27 Apr - 28 Apr

"Very nice historic hotel with high end upgrades without comprising the original charm."

AED 1,377 total

includes taxes & fees

28 Apr - 29 Apr

The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio

"Absolutely amazing property. Hilary is the best. We had an amazing time celebrating my fiance's birthday and have decided to have our wedding here next year."

AED 695 total

includes taxes & fees

29 Apr - 30 Apr

"Great property and location to everything is ideal. Would definitely book this place again. "

Private beach nearby, sun loungers, beach volleyball

"Nice weekend getaway, friendly staff and good restaurant on premises. Great beach and marina location."

AED 489 total

includes taxes & fees

27 Apr - 28 Apr

"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "

"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"

"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "

AED 633 total

includes taxes & fees

27 Apr - 28 Apr

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Recent reviews of Chestertown hotels

5/5 Excellent

"My only issue was my dog is a ESA and was still charged the Pet fee. "

A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh

Posted 1 day ago

5/5 Excellent

From the moment we walked in the door…

"From the moment we walked in the door we were warmly greeted and felt welcome. Once key was in hand we made our way to our beautiful room that was clean ready for us. The staff gave us excellent dinner recommendations, the walk to the restaurant we chose was lovely, so many fun shops and charming buildings, the location of Historic Inns of Annapolis is perfect. I highly recommend the Historic Inns of Annapolis and I hope to visit again someday. "