Downtown Chestertown, Maryland

Hotels

Hotel Tips

Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.

Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.

Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.

Things To Do

Chestertown brings the farming community under one marketplace to offer an assortment of locally grown fruit and vegetables. Traditionally, markets are restricted to anything grown so you can expect to see natural whole foods that are sure to please those working on their plant-based diets!

Chestertown gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Chestertown makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Why Do You Love Downtown?

Tracy Hart
Just purchased a home nearby and am looking forward to shopping in the area

Heather Anne Hopfinger
You do not have to walk far for a movie or some place great to shop or workout

Kara Braud
Beautiful place!

Shari
the scenery, the people, love the activities that go on, even on holidays Ashland is the best to be in, the adventures and animals you can see on a daily bases, and most of all, kid friendly

Dorothy Wilson
Unique shopping-love the atmosphere

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