Downtown Annapolis, Maryland
Discover shopping, dining, and accommodation in downtown Annapolis.
Moving to Annapolis?
Order a Free Relocation Guide
We are seeking partnerships with forward-thinking city officials and business leaders to replicate
our system in their downtowns and launch cities together.
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.
Shop
0 results
Hotels
State House Inn
25 State Circle
Annapolis, Maryland
O'Callaghan Annapolis Hotel
174 West St
Annapolis, Maryland
SpringHill Suites by Marriott Annapolis
189 Admiral Cochrane Drive
Annapolis, Maryland
Comfort Inn Annapolis
76 Old Mill Bottom Rd.
Annapolis, Maryland
Annapolis Marriott Waterfront
80 Compromise St
Annapolis, Maryland
Courtyard by Marriott Annapolis
2559 Riva Rd
Annapolis, Maryland
Annapolitan Bed and Breakfast
1313 West Street
Annapolis, Maryland
Laurel Grove Inn on the South River
2881 South Haven Road
Annapolis, Maryland
Loews Annapolis Hotel
126 West St
Annapolis, Maryland
Hilton Garden Inn Annapolis
305 Harry S Truman Pkwy
Annapolis, Maryland
Holiday Inn Express Hotel & Suites Annapolis
2451 Riva Rd
Annapolis, Maryland
Extended Stay America Annapolis - Womack Drive
1 Womack Dr
Annapolis, Maryland
Historic Inns of Annapolis
58 State Circle
Annapolis, Maryland
Best Western Annapolis
2520 Riva Rd
Annapolis, Maryland
Quality Inn
1542 Whitehall Rd
Annapolis, Maryland
Hampton Inn & Suites Annapolis
124 Womack Dr
Annapolis, Maryland
SUPER 8 ANNAPOLIS MD
74 Old Mill Bottom Rd N
Annapolis, Maryland
The Westin Annapolis
100 Westgate Cir
Annapolis, Maryland
Scotlaur Inn Bed & Breakfast
165 Main Street
Annapolis, Maryland
Country Inn & Suites By Carlson Annapolis
2600 Housley Road
Annapolis, Maryland
Extended Stay America Annapolis - Admiral Cochrane
120 Admiral Cochrane Dr
Annapolis, Maryland
Sheraton Annapolis Hotel
173 Jennifer Rd
Annapolis, Maryland
VILLAGE INN
69 OLD MIL BOTTOM ROAD NORTH
ANNAPOLIS, Maryland
Residence Inn by Marriott Annapolis
170 Admiral Cochrane Dr
Annapolis, Maryland
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court
Annapolis, Maryland
Hotel Tips
Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.
Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.
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.
Things To Do
Annapolis 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.
Annapolis 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.
Annapolis micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.
Why Do You Love Downtown?
Mara Crane
I haven't been downtown yet.
Debbie Kimpel
We are coming in August to visit . My husband is related to Esther, the town was named after. We would like to visit some Historial areas there and also visit the downtown area as well.
Molly MacTaggart
Always love quaint, historic downtown areas, late April will be our first visit to Dillon.
Deborah Berg
It's beautiful.
Richard Held
Unique shops.
Join our newsletter
The American Cancer Society does not endorse any product or service.