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

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive

Annapolis, Maryland

VILLAGE INN

69 OLD MIL BOTTOM ROAD NORTH

ANNAPOLIS, Maryland

Residence Inn by Marriott Annapolis

170 Admiral Cochrane Dr

Annapolis, Maryland

Laurel Grove Inn on the South River

2881 South Haven Road

Annapolis, Maryland

Extended Stay America Annapolis - Womack Drive

1 Womack Dr

Annapolis, Maryland

Holiday Inn Express Hotel & Suites Annapolis

2451 Riva Rd

Annapolis, Maryland

Extended Stay America Annapolis - Admiral Cochrane

120 Admiral Cochrane Dr

Annapolis, Maryland

Quality Inn

1542 Whitehall Rd

Annapolis, Maryland

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court

Annapolis, Maryland

Sheraton Annapolis Hotel

173 Jennifer Rd

Annapolis, Maryland

Courtyard by Marriott Annapolis

2559 Riva Rd

Annapolis, Maryland

Comfort Inn Annapolis

76 Old Mill Bottom Rd.

Annapolis, Maryland

Historic Inns of Annapolis

58 State Circle

Annapolis, Maryland

Country Inn & Suites By Carlson Annapolis

2600 Housley Road

Annapolis, Maryland

Loews Annapolis Hotel

126 West St

Annapolis, Maryland

O'Callaghan Annapolis Hotel

174 West St

Annapolis, Maryland

SUPER 8 ANNAPOLIS MD

74 Old Mill Bottom Rd N

Annapolis, Maryland

Scotlaur Inn Bed & Breakfast

165 Main Street

Annapolis, Maryland

Hampton Inn & Suites Annapolis

124 Womack Dr

Annapolis, Maryland

Best Western Annapolis

2520 Riva Rd

Annapolis, Maryland

State House Inn

25 State Circle

Annapolis, Maryland

The Westin Annapolis

100 Westgate Cir

Annapolis, Maryland

Annapolitan Bed and Breakfast

1313 West Street

Annapolis, Maryland

Annapolis Marriott Waterfront

80 Compromise St

Annapolis, Maryland

Hilton Garden Inn Annapolis

305 Harry S Truman Pkwy

Annapolis, Maryland

Hotel Tips

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

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.

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.

Things To Do

Annapolis thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.

Annapolis 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.

Annapolis brings meaning to leisure time while enjoying the local yarn shop and wandering through in amazement with the different fibers and vast array of colors. Signing up for a class is easy and fun and serves as a great getaway for a few hours to enjoy the company of fellow knitters.

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 .

Jennifer Birmingham

Love all the local shops.

Jeremy Holmes

Supporting small business downtown is a very real way to support your local community. Downtown businesses are locals, like us.

DONNA LIGON

I've never been there but I love small town Main Streets

Jackie Avery

I love supporting locals, the view, and atmosphere!

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