Downtown St Michaels, Maryland
Discover shopping, dining, and accommodation in downtown St Michaels.
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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
Five Gables Inn and Spa
209 N. Talbot Street
St Michaels, Maryland
Belmond The Inn At Perry Cabin
308 Watkins Ln
St Michaels, Maryland
Harbourtowne Golf Resort & Conference Center
9784 Martingham Circle
St Michaels, Maryland
Hotel Tips
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.
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.
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
St Michaels is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.
St Michaels has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.
St Michaels 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.
Why Do You Love Downtown?
Deborah Berg
It's beautiful.
DIANA MUEHLHAUSEN
Whenever we travel north, we stop for a couple extra days of shopping and relaxing in Ashland Oregon. Quaint, pretty, relaxing Ashland.
Carol Rotas
OSF
Kathy Burchett
I've never been and I would like to visit the downtown area, during my visit. During our last visit, we were not aware of a downtown area. Thank You!!!
CJ
Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.
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The American Cancer Society does not endorse any product or service.

