Downtown Chestertown, New York
Discover shopping, dining, and accommodation in downtown Chestertown.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
The Fern Lodge
46 Fiddlehead Bay Rd
Chestertown, New York
Hotel Tips
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.
Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.
Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.
Things To Do
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 has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.
Chestertown has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!
Why Do You Love Downtown?
carl barbieri
were there on business at least 7 times a year ,We just love downtown medford
Ashlee
We're visiting from Portland and we love the laid back atmosphere of this town. It is a clean and friendly town!
Heather
Community, responsiblity, friends who feel like family. Every downtown has it's own culture, something not experienced in the mall or at big box stores. Merchants are the cornerstone of our local economies.
Kate O'Rorke
We love the amazing shops and restaurants. The city is so clean and everyone is friendly and welcoming.
Dawnmarie Hatfield
We love supporting local businesses wherever we visit.
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The American Cancer Society does not endorse any product or service.

