Downtown Annapolis, Maryland

Discover shopping, dining, and accommodation in downtown Annapolis.

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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

Scotlaur Inn Bed & Breakfast

165 Main Street

Annapolis, Maryland

Annapolis Marriott Waterfront

80 Compromise St

Annapolis, Maryland

VILLAGE INN

69 OLD MIL BOTTOM ROAD NORTH

ANNAPOLIS, Maryland

Courtyard by Marriott Annapolis

2559 Riva Rd

Annapolis, Maryland

Sheraton Annapolis Hotel

173 Jennifer Rd

Annapolis, Maryland

Annapolitan Bed and Breakfast

1313 West Street

Annapolis, Maryland

Hampton Inn & Suites Annapolis

124 Womack Dr

Annapolis, Maryland

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive

Annapolis, Maryland

Historic Inns of Annapolis

58 State Circle

Annapolis, Maryland

Quality Inn

1542 Whitehall Rd

Annapolis, Maryland

State House Inn

25 State Circle

Annapolis, Maryland

Comfort Inn Annapolis

76 Old Mill Bottom Rd.

Annapolis, Maryland

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court

Annapolis, Maryland

Residence Inn by Marriott Annapolis

170 Admiral Cochrane Dr

Annapolis, Maryland

Hilton Garden Inn Annapolis

305 Harry S Truman Pkwy

Annapolis, Maryland

Extended Stay America Annapolis - Admiral Cochrane

120 Admiral Cochrane Dr

Annapolis, Maryland

The Westin Annapolis

100 Westgate Cir

Annapolis, Maryland

SUPER 8 ANNAPOLIS MD

74 Old Mill Bottom Rd N

Annapolis, Maryland

Country Inn & Suites By Carlson Annapolis

2600 Housley Road

Annapolis, Maryland

Loews Annapolis Hotel

126 West St

Annapolis, Maryland

Extended Stay America Annapolis - Womack Drive

1 Womack Dr

Annapolis, Maryland

Laurel Grove Inn on the South River

2881 South Haven Road

Annapolis, Maryland

Best Western Annapolis

2520 Riva Rd

Annapolis, Maryland

Holiday Inn Express Hotel & Suites Annapolis

2451 Riva Rd

Annapolis, Maryland

O'Callaghan Annapolis Hotel

174 West St

Annapolis, Maryland

Hotel Tips

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

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.

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.

Things To Do

Annapolis 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.

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 brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.

Why Do You Love Downtown?

Carrie Homier

6 women looking to explore the area. We will be there Feb. 18th. Whatever you can do to open our wallets easier and more economical would be much appreciated and fun! Thank you.

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.

Kim Ward

Unique and wonderful shopping.

Mary Warszynski

I have not been there yet. I am planning a family outing for March.

Richard Held

Unique shops.

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