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Annapolis Vacation Packages

See sailing regattas, naval officers and red brick colonial mansions in the state of Maryland’s attractive capital city.

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.


Top Hotel Deals

See all 912 Hotels in Annapolis
£81
Country Inn & Suites By Carlson Annapolis

Country Inn & Suites By Carlson Annapolis

2600 Housley Road, Annapolis
4.1
of 5, from 237 reviews
3.0 out of 5.0

Situated in a shopping district, this hotel is 0.8 mi (1.2 km) from Westfield Annapolis Mall and 1.4 mi (2.2 km) from Anne Arundel Medical Center. Maryland State House and William Paca House are also within 6 mi (10 km).

£68
Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis
3.4
of 5, from 381 reviews
2.5 out of 5.0

Situated in the business district, this hotel is 0.9 mi (1.4 km) from Westfield Annapolis Mall and within 3 mi (5 km) of Anne Arundel Medical Center and Maryland Hall for Creative Arts. Ballet Theater of Maryland and Navy-Marine Corps Memorial Stadium are also within 3 mi (5 km).

£76
Crowne Plaza Annapolis

Crowne Plaza Annapolis

173 Jennifer Rd, Annapolis
3.9
of 5, from 375 reviews
3.5 out of 5.0

Located in the business and shopping district of Annapolis, this hotel is a newly renovated, upscale, full-service hotel and conference center.

£146
Loews Annapolis Hotel

Loews Annapolis Hotel

126 West St, Annapolis
4.2
of 5, from 219 reviews
4.0 out of 5.0

This 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.

£79
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy, Bowie
4.3
of 5, from 186 reviews
3.0 out of 5.0

Situated in the business district, this hotel is 0.9 mi (1.4 km) from Prince George's Stadium and within 3 mi (5 km) of Allen Pond Park and National Capital Radio and Television Museum. Belair Stable Museum is 3 mi (4.8 km) away.

£59
Extended Stay America Annapolis - Admiral Cochrane Drive

Extended Stay America Annapolis - Admiral Cochrane Drive

120 Admiral Cochrane Dr, Annapolis
2.5
of 5, from 82 reviews
2.5 out of 5.0

Situated in Annapolis, this hotel is 1.2 mi (2 km) from Westfield Annapolis Mall and within 3 mi (5 km) of Anne Arundel Medical Center and Maryland Hall for Creative Arts. Ballet Theater of Maryland is 3.1 mi (5 km) away.

£81
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive, Annapolis
4.5
of 5, from 157 reviews
3.0 out of 5.0

Situated in Annapolis, this hotel is 1.7 mi (2.8 km) from Westfield Annapolis Mall and 2.1 mi (3.3 km) from Anne Arundel Medical Center. Maryland State House and U.S. Naval Academy are also within 6 mi (10 km).

£124
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle, Annapolis
4.1
of 5, from 458 reviews
3.5 out of 5.0

These 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.

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