Hotels

The Westin Annapolis

The newest luxury hotel in historic downtown featuring the largest Grand Ballroom in Annapolis at 6,336 square feet, total of 19,000 square feet for any occasion and 225 guest rooms and featuring a he...

Bed and Breakfast & Inns

1747 Georgian House Bed & Breakfast

This Georgian colonial, built in 1747, is one of the oldest residences in Annapolis and hosted many signers of the Declaration of Independence. All rooms have private bath, TV and high speed internet ...

Hotels

Chesapeake Beach Resort & Spa

Enjoy luxury accommodations with balconies overlooking the Chesapeake Bay, a full-service spa, marinas, slip rentals, charter fishing, two restaurants & an outdoor cafe. Create memories for a day, wee...

Whole House Rentals

Franklin House

Franklin House for your COMMISSIONING WEEK RENTAL!! Franklin house sits atop a hill enjoying the parade of nearby activity in Annapolis. With just 1/2 mile between you and your graduating Midshipman ...

Hotels

Hilton Garden Inn Annapolis

Fully Renovated in 2016, the Hilton Garden Inn Annapolis is conveniently located just 4 miles from the heart of Annapolis Historic District, Annapolis City Dock, US Naval Academy and St. John's Colle...

Hotels

Residence Inn by Marriott Annapolis

Located in Annapolis, MD, the Residence Inn provides the home-away-from-home feel, essential to any enjoyable business or leisure. Conveniently located less than five minutes from the area’s biggest...

Bed and Breakfast & Inns

201 Bed & Breakfast

Two-O-One resides in a historic home within walking distance of the City Dock, the United States Naval Academy and all the boutiques and restaurants in Downtown Annapolis. The B&B features four luxuri...

Whole House Rentals

Annapolis-Eastport Vacation Rentals

Long and Foster Annapolis-Eastport offers short term vacation rentals.  Hosts in our program offer families the hospitality of their private homes to guests.  When guests arrive they find a welcomin...

Bed and Breakfast & Inns

Flag House Inn

Restored Victorian, c. 1878. One-half block to USNA, City Dock waterfront and restaurants. Free off-street parking on site. Private bathrooms, A/C, ceiling fans, cable TV, full breakfast, art, antique...

Hotels

Hilton Garden Inn Kent Island

Beautiful Waterfront Chesapeake Bay location with Marina Private balconies, complimentary WiFi, refrigerator and microwave, Keurig Coffee Machine, all guest rooms have water views including 30 bay fr...

Hotels

Holiday Inn Express & Suites Annapolis

Holiday Inn Express & Suites offers great amenities like free hot breakfast bar, 24-hour business center, fitness center and free parking.  Located minutes from historic Annapolis and the Navel Acade...