Annapolis

Travel Guide

Annapolis
Annapolis
U.S. Naval Academy showing interior views, military items and heritage architecture
Annapolis as well as a couple
Annapolis

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.

Where to stay in Annapolis

Annapolis featuring street scenes and a city as well as a small group of people

Historic District

While visiting Historic District, you might make a stop by sights like Thurgood Marshall Memorial and Maryland State House.

Historic District
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Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Eastport
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Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

Murray Hill
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Cape Saint Claire

If you're spending some time in Cape Saint Claire, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

Cape Saint Claire
Maryland Quiet Waters Park which includes a garden and a house

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Hillsmere
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Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Admiral Heights
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is P4,427 per night from Jan 4 to Jan 5
P4,427
P5,046 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,012 reviews)
Room was ok other than being in the basement, the staff was awesome and friendly

Reviewed on Dec 20, 2025

DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,904 reviews)
Great customer service!

Reviewed on Dec 21, 2025

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is P6,236 per night from Jan 25 to Jan 26
P6,236
P7,109 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,004 reviews)
Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.

Reviewed on Dec 17, 2025

Crowne Plaza Annapolis by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.4/10 Good! (1,297 reviews)
Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker.

Reviewed on Nov 18, 2025

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
105 120th St Ocean City MD
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement ...
8.6/10 Excellent! (59 reviews)
The staff were very responsive and helpful

Reviewed on Dec 8, 2025

Club Ocean Villas II
Saint Tropez

Saint Tropez

3 out of 5
81st Street Ocean City MD
Book a stay at this beach apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Jolly Roger ...
9.2/10 Wonderful! (134 reviews)
Quiet and roomy. Lovely beach front views and access. The furnishings, fixtures and appliances were clean but wear and tear was obvious throughout. Great value for the cost. I would definitely return again.

Reviewed on Dec 2, 2025

Saint Tropez
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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