Downtown Chestertown, Maryland
Discover shopping, dining, and accommodation in downtown Chestertown.
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Hotels
Comfort Suites Chestertown
160 Scheeler Rd
Chestertown, Maryland
Holiday Inn Express Hotel & Suites Chestertown
150 Scheeler Road
Chestertown, Maryland
Hotel Tips
Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.
Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.
Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.
Things To Do
Chestertown thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.
Chestertown has so many great reasons to shop downtown as local merchants have come together to offer a wide selection of artisan gifts and foods that you are sure to find something for everyone on your shopping list of gifts. Shopping options are plentiful and all inventory is hand selected by the shop owner and then yourself so you are sure to find something special that has your style and likes in mind.
Chestertown shopping is better than online shopping so that you can touch, feel, smell and taste as an experience with an item before deciding to purchase it for yourself or as a gift. Local merchants have hand selected their inventory to provide a unique selection for your downtown.
Why Do You Love Downtown?
Angela Corrigan
Convenient, friendly. Stayed at Kermit inn.
Jessica L Smith
Love the atmosphere and the people!
Amber
The variety of shops!
Kathy Tidmarsh
will be staying in Aug. 2017 and looking forward to enjoying your town
Paul
I just love the small town vibe.
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