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  Getting Around: Annapolis is just 30 miles from both Baltimore and Washington, D.C. If traveling south through New Jersey, you can save time and money by avoiding I-95. Follow I-295 south to the Delaware Memorial Bridge, then stay on I-95 to Route 301. After 301 merges with Route 50, you’ll soon drive over the Bay Bridge into Annapolis. After crossing the Severn River, take at Exit 24A to Rowe Boulevard South.
Parking in Annapolis is harder to find than an Army football fan. A few B&Bs have limited parking; you’ll be asked to leave your keys to facilitate moving cars in narrow driveways. In-town garages are usually adequate mid-week, off-season. At busy times, plan to drop off your luggage at your inn, then park at the Navy-Marine Corps Memorial Stadium and ride the trolley downtown. More info…
Sights & Activities:
A National Historic Landmark, Annapolis has more surviving Colonial buildings than any other place in the U.S. Many of its streets were laid out when Annapolis became Maryland's capital in 1695. The first peacetime capital of the United States (1783-1784), it has been the home of the United States Naval Academy since 1845.
Compact Annapolis is a great town for walking, so bring comfortable shoes and plan some serious strolling. Although a variety of self-guided walking tours are available, we’d suggest the two-hour Walk with The Colonials, including such major sights in the historic district and the Naval Academy. We also enjoyed a delightful walk down Compromise Street, across the Spa Creek bridge to Eastport, where we picked up a sandwich at the Galley Deli and picnicked nearby with a glorious view of the yacht-studded harbor and the city beyond.
If historic homes and gardens are your thing, then allow time for the handsome William Paca House. Political historians will want to tour the Maryland State House, the oldest state house in continuous legislative use; tours are normally offered daily at 11:00 a.m. and 3:00 p.m. If it’s maritime history you want, then take the walking tour at the U.S. Naval Academy. More info…
Restaurants: Annapolis has lots of appealing restaurants; ask your innkeeper for help with reservations. We enjoyed delicious rockfish at the Cafe Normandie, superlative crab cakes at O'Leary's Seafood Restaurant, and a fine chicken sandwich at Chick & Ruth's Delly. Stop at Middleton Tavern, if you’d like to hoist a glass in the same pub where George Washington, Thomas Jefferson and Benjamin Franklin slaked their thirst. For authentic Sicilian food, go to Maria's Italian Ristorante; for hard-shell crabs at the water’s edge, Cantler's Riverside Inn can't be beat. More info…
Inns: The elegant but comfortable William Page Inn combines uncluttered décor, a soothing ivory color scheme, and antique furnishings.
The 1870 Flag House Inn is just a half-block from the City Dock and USNA Gate 1. Welcoming innkeepers Charlotte and Bill Schmickle have redecorated the inn with impeccable attention to detail.
One of the oldest residences in Annapolis, the Jonas Green House retains its Colonial atmosphere. Innkeeper Randy Brown is Jonas’ fifth great-grandson, and delights in sharing the history of his home. Another historic favorite is the Georgian House B&B, dating back to 1747.
Two-O-One B&B is an exceptional Georgian brick home with beautiful guest rooms and amazing gardens. An 1864 town house, 55 East B&B offers a serene courtyard and rooms distinctively decorated with original art.
Despite its Colonial exterior, the Harbor View Inn will surprise you with its stunning European styling and lush greenery. Equally attractive and even more contemporary is the stunning Inn at Spa Creek in the Eastport section of Annapolis. Prefer a larger inn? Gibson's Lodgings has 20 well-furnished guest rooms in three adjacent buildings and an excellent location in the historic district.
More inns…
More Chesapeake Bay area inns…
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