Downtown Leonardtown, Maryland

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Discounts For Customers - Support Local Businesses - Fight Cancer




ShopDowntown.org and the American Cancer Society (ACS) have launched a new program that provides discounts at local Southern Oregon stores while raising money to fund cancer research, programs and services. Shoppers who donate $20 or more to the American Cancer Society are eligible to receive a free Shop Downtown Discount Card. Simply make a donation online, get your receipt verified, and receive your discount card to save 5-15% off at participating businesses.

When you get a Shop Downtown Discount Card, you help support your neighbors, the local economy, and the American Cancer Society’s mission to save lives, celebrate lives and lead the fight for a world without cancer. You also can get great savings on a variety of products and services every time you patronize a participating business. It’s a win/win situation.


Piano Shop in Leonardtown, Maryland



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Things to do in Leonardtown, Maryland

Main Street of old Downtown Leonardtown speaks to once what was and what could be once again. As Leonardtown the community gathers, it leaves a pocket of opportunity for small business owners to come in and set up shop.Take a few minutes to explore what each downtown has to offer by viewing our directory below.

Downtown Leonardtown offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.

Downtown Leonardtown has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.

Downtown Leonardtown visitors are always welcome and you will receive exceptional service from local merchant-owners as opposed to staff at the big box retailers. We take the extra time to make sure that you how to make best use of your purchase and that you get exactly what you need.

Downtown Leonardtown 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.

Why do you love downtown?

Mary jo bos
My daughter moved to Talent this summer and I came to visit her for Christmas. She took me to the downtown Ashland area to shop. I love fall the shops and the friendliness .

Kristin Miller
Things you can't find anywhere else

Dorothy Wilson
Unique shopping-love the atmosphere

Sandy saltzer
Great shopping

Tim Dygert
Very cool stores.

Restaurants in Leonardtown, Maryland



Downtown Leonardtown Hotels

Finding the best hotel in Downtown Leonardtown can make or break the experience of your entire trip. Take a few minutes to explore what each hotel has to offer by viewing our directory below. Here are some tips to consider:

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.

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

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.