Annapolis and Southern Maryland Hotels

There are many places to stay near the heart of Annapolis, as well as at area B&Bs and chain motels a few miles outside town. A unique "Crabtown" option... Read More

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1. Annapolis Marriott Waterfront

$$$$ | 80 Compromise St., Annapolis, Maryland, 21401-1810, United States

You can practically fish from your room at the city's only waterfront hotel, where rooms have either balconies... Read More

2. Country Inn & Suites

$ | 2600 Housely Rd., Annapolis, Maryland, 21401-7009, United States

Although this hotel is 5 miles from the historic Annapolis waterfront, there's a free shuttle, and the two-roo... Read More

3. Gibson's Lodgings

$ | 110–114 Prince George St., Annapolis, Maryland, 21401-1704, United States

Just half a block from the water, the three detached houses that form this hotel come from three centuries—178... Read More

4. Historic Inns of Annapolis

$ | 58 State Circle, Annapolis, Maryland, 21401-1906, United States

Three 18th-century properties in the historic district, the Governor Calvert House, Robert Johnson House, and... Read More

5. Loews Annapolis Hotel

$$ | 126 West St., Annapolis, Maryland, 21401-2802, United States

Although its redbrick exterior blends with the city's 1700s architecture, this hotel's interior is airy, spaci... Read More

6. O'Callaghan Hotel

$$ | 174 West St., Annapolis, Maryland, 21401-2824, United States

When this Irish-owned and -operated hotel opened in 2002, it was the city's first new downtown hotel in more t... Read More

7. Scotlaur Inn

$ | 165 Main St., Annapolis, Maryland, 21401-2000, United States

On the two floors above Chick and Ruth's Delly in the heart of the historic district, this family-owned B&... Read More

8. Sheraton Annapolis Hotel

$ | 173 Jennifer Rd., Annapolis, Maryland, 21401-3043, United States

Next to Westfield Shoppingtown, and near numerous chain restaurants, this large Sheraton has a free hourly shu... Read More

9. The Annapolis Inn

$$$ | 144 Prince George St., Annapolis, Maryland, 21401-1723, United States

An extraordinarily elegant B&B, this circa-1770 house has richly colored rooms decorated in the formal sty... Read More

10. The Westin Annapolis Hotel

$$ | 100 Westgate Circle, Annapolis, Maryland, 21401-3379, United States

About a mile from City Dock, in a rapidly gentrifying neighborhood, this hotel is the centerpiece of a Europea... Read More

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