Comfort Inn & Suites Chestertown
3 StarsSeasonal outdoor swimming pool, Modernized roadside retreat
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Hotels in Chestertown (Maryland, USA)
108 hotels in Chestertown
Red Roof Inn & Suites Chestertown
2 StarsHistoric Chestertown waterfront access, Pet-friendly accommodations
Select dates to see exact pricesThe Lodge at Great Oak Landing
4 StarsMarina views and activities, Seasonal outdoor swimming pool
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In-room spa services, Adults-only romantic retreat
Select dates to see exact pricesDriftwood Inn
2 StarsSeasonal outdoor swimming pool, Pet-friendly accommodation
Select dates to see exact pricesGreat Oak Manor
Select dates to see exact pricesComfort Suites
Select dates to see exact pricesCozy Victorian Downtown Home
Select dates to see exact pricesAnchors Away!
Select dates to see exact pricesCozy 5 Bedroom House W/ Attached Guest Suite In Worton, Md
Select dates to see exact pricesPorterhouse Farm
Select dates to see exact pricesPet-Friendly Home on Chester River w/ Dock!
Select dates to see exact pricesChesapeake Getaway - Marinas - Woodland Views
Select dates to see exact pricesRiverside at Pear Tree Point--Waterfront Escape
Select dates to see exact pricesCozy 1-bedroom house in lovely Chestertown with AC
Select dates to see exact pricesWelcome to the magic of Langford Creek Farm
Select dates to see exact pricesStunning Historic Downtown Home!! Within 2 Blocks Of Fountain Park!!
Select dates to see exact pricesWalk to Historic Chestertown: Dog-Friendly Retreat
Select dates to see exact pricesRelaxing House In The Heart Of Downtown - Walking Distance To Everything
Select dates to see exact pricesPrivate Waterfront Cottage On Langford Creek With Hot Tub & Pier
Select dates to see exact pricesGuest Lodge | Private Pool | Outdoor Dining | Game Room
Select dates to see exact pricesBlue Heron Farm Waterfront Chalet
Select dates to see exact pricesWaterfront Millington Vacation Rental W/ Hot Tub!
Select dates to see exact pricesA Waterfront Oasis With Pier And Pool. Spacious 4 Bedrooms Near Chestertown.
Select dates to see exact pricesBay Cliff: Vacation On The Eastern Shore
Select dates to see exact pricesLovely 2-bedroom House Just Outside Chestertown By The Chester River
Select dates to see exact prices3 Mi to Washington College! Updated Home w/ Patio
Select dates to see exact pricesWater Front Retreat - Sunrise And Sunset Water Views - Lots Of Amenities
Select dates to see exact pricesWaterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
Select dates to see exact pricesBrand New Cottage Steps From The Beach!
Select dates to see exact pricesHistoric Downtown Garden Oasis With Private Patio
Select dates to see exact pricesRubys Sea Glass Cottage
Select dates to see exact pricesWaterfront Home W/ Private Dock & Hot Tub - Harbor View Haven
Select dates to see exact pricesManor House On Beautiful Eastern Shore Estate
Select dates to see exact pricesLovely, Recently-renovated Home In Chestertown Which Sleeps 7.
Select dates to see exact prices
The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.
