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Annapolis Vacation Packages
Annapolis is a laid-back place of narrow cobblestone streets, 18th-century brick buildings and colonial mansions and a proud naval heritage. Although now home to many high-tech industries, the city has retained its historic charm.
Situated on the south bank of the Severn River, the state capital of Maryland has been the center of marine activities for years. It’s a port and the site of the U.S. Naval Academy.
Annapolis was founded in 1649 by Puritan settlers and renamed Annapolis in 1694 after Princess Anne of Denmark and Norway. For 9 months between 1783 and 1784 it served as the nation’s first peacetime capital after the American Revolutionary War.
Make City Dock your first port of call. It’s the heart of the city’s waterfront. Walk along the promenade to view the boats, peruse the shops and dine in the restaurants and bars. Walk on the dock to see the memorial of Kunta Kinte’s arrival from Africa in 1767. His story was told in Alex Haley’s novel Roots.
The U.S. Naval Academy was founded here in 1845. Within its walls future naval officers undergo 4 years of training. Take a guided tour of the grounds where you’ll learn about the history of the academy and its traditions. Visit the U.S. Naval Academy History Museum and view medals, swords and multimedia presentations that chart the history of sea power and the development of the U.S. Navy.
Gain further insights into Annapolis’s history at Maryland State House, the oldest state house in the United States that’s still in legislative use. Stop by Chase-Lloyd House, the Georgian brick mansion that was constructed for Samuel Chase, one of the signatories to the Declaration of Independence.
Annapolis is the gateway to Chesapeake Bay, and its shoreline is dotted with marinas. Get out on the water with a day cruise or charter your own boat. You can also rent canoes, kayaks and pedal boats. If you don’t want to get on the water you can enjoy it from land by watching one of the sailing races. From the end of April to early September there are sailboat races every Wednesday night. More than 150 boats sail around several markers in the bay before heading for the finish in front of the Annapolis Yacht Club.
Annapolis is less than an hour’s drive from Washington D.C. and is a popular daytrip destination for visitors to the nation’s capital.
Accommodation in Annapolis
Make a booking for one of the 29 Annapolis lodging options available through Expedia's extensive Annapolis lodging page before you start your trip.
Why not start the quest for your dream Annapolis accommodation by checking out the guest amenities at the high-rating Loews Annapolis Hotel, located at 126 West St, and the DoubleTree by Hilton Hotel Annapolis, 210 Holiday Court. If those options don't grab you, the Westin Annapolis, 100 Westgate Cir, and the O'Callaghan Annapolis Hotel, 174 West St could be more to your taste.
Guide to Exploring Annapolis
Top Hotel Deals
Country Inn & Suites By Carlson Annapolis
2600 Housley Road, AnnapolisSituated in a shopping district, this hotel is within 1 mi (2 km) of Annapolis Mall Shopping Center, Westfield Annapolis Mall, and Annapolis Bowl. Anne Arundel Medical Center and The Kunta Kinte Alex Haley Memorial are also within 2 mi (3 km).
Loews Annapolis Hotel
126 West St, AnnapolisThis six-story brick hotel is 0.5 mile from the shops, restaurants, and historic sites of Annapolis and 1 mile from both the Naval Academy and City Dock on Chesapeake Bay.
Comfort Inn Conference Center
4500 Crain Hwy, BowieSituated in the business district, this hotel is within 1 mi (2 km) of Prince George's Stadium and Prince Georges Stadium. Allen Pond Park and National Capital Radio and Television Museum are also within 3 mi (5 km).
Best Western Annapolis
2520 Riva Rd, AnnapolisSituated in the business district, this hotel is within 1 mi (2 km) of The Kunta Kinte Alex Haley Memorial, Westfield Annapolis Mall, and Annapolis Mall Shopping Center. Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are also within 1 mi (2 km).
Extended Stay America Annapolis - Admiral Cochrane Drive
120 Admiral Cochrane Dr, AnnapolisSituated in Annapolis, this hotel is within 1 mi (2 km) of Annapolis Harbour Center, The Kunta Kinte Alex Haley Memorial, and Westfield Annapolis Mall. Annapolis Mall Shopping Center and Annapolis Harbor Center Shopping Center are also within 2 mi (3 km).
Crowne Plaza Annapolis
173 Jennifer Rd, AnnapolisLocated in the business and shopping district of Annapolis, this hotel is a newly renovated, upscale, full-service hotel and conference center.
Historic Inns of Annapolis
58 State Circle, AnnapolisThese central Annapolis inns, located within a half-mile (.8 kilometers) of the US Naval Academy, comprise 3 buildings: the 1727 Governor Calvert House, the 1772 Robert Johnson House, and the 1776 Maryland Inn.
SpringHill Suites by Marriott Annapolis
189 Admiral Cochrane Drive, AnnapolisSituated in Annapolis, this hotel is within 1 mi (2 km) of Annapolis Harbour Center and Annapolis Harbor Center Shopping Center. The Kunta Kinte Alex Haley Memorial and Westfield Annapolis Mall are also within 2 mi (3 km).
Top Flight + Hotel Deals
Hotel Indigo Baltimore Downtown
4.0 out of 5.0Sat, 21 Oct - Sat, 28 Oct
Pearson Intl. - Baltimore Washington Intl. Thurgood Marshall
C$1,093
per person
Baltimore Marriott Waterfront
3.5 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$1,170
per person
Rosewood Washington, D.C.
5.0 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$1,753
per person
Baltimore Marriott Inner Harbor at Camden Yards
3.5 out of 5.0Thu, 9 Nov - Mon, 13 Nov
Vancouver Intl. - Baltimore Washington Intl. Thurgood Marshall
C$901
per person
Towson University Marriott Conference Hotel
3.0 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$788
per person
Fairfield Inn & Suites Arundel Mills BWI Airport
2.5 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$633
per person
Hilton Garden Inn Washington DC/Georgetown Area
3.0 out of 5.0Thu, 9 Nov - Thu, 16 Nov
Vancouver Intl. - Baltimore Washington Intl. Thurgood Marshall
C$1,794
per person
Sheraton Inner Harbor Hotel
3.5 out of 5.0Thu, 9 Nov - Mon, 13 Nov
Vancouver Intl. - Baltimore Washington Intl. Thurgood Marshall
C$861
per person
The St. Regis Washington, D.C.
5.0 out of 5.0Thu, 9 Nov - Thu, 16 Nov
Vancouver Intl. - Baltimore Washington Intl. Thurgood Marshall
C$3,126
per person
Park Hyatt Washington
5.0 out of 5.0Thu, 9 Nov - Thu, 16 Nov
Vancouver Intl. - Baltimore Washington Intl. Thurgood Marshall
C$2,357
per person
Home2 Suites by Hilton Baltimore Downtown, MD
2.5 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$630
per person
Renaissance Baltimore Harborplace Hotel
4.0 out of 5.0Wed, 25 Oct - Sun, 29 Oct
Pierre Elliott Trudeau Intl. - Baltimore Washington Intl. Thurgood Marshall
C$1,194
per person
Top Deals on Flights
These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.
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