Annapolis, MD

Travel Guide

Annapolis
Annapolis
U.S. Naval Academy which includes heritage architecture, military items and interior views
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 which includes street scenes and a city as well as a small group of people

Historic District

5/5(83 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Historic District
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Eastport

5/5(1 area review)

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

Eastport
The BEST farm to table restaurant in downtown Annapolis.  The liquor bar and specialty cocktails can't be beat. Hometown fave, for sure!

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

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Cape Saint Claire
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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
Maryland Quiet Waters Park featuring 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
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is NT$2,601 per night from Jan 11 to Jan 12
NT$2,601
NT$2,966 total
Jan 11 - Jan 12
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! (1,003 reviews)
The room was excellent, and the staff was as well. Special kudos to Jody behind the desk. The hotel bar /restaurant is fantastic and the bartender, Carlos, was amazing! We had a great time in the bar ringing in the new year.

Reviewed on 2026/1/1

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is NT$4,610 per night from Jan 11 to Jan 12
NT$4,610
NT$5,256 total
Jan 11 - Jan 12
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,003 reviews)
Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on 2025/12/30

Graduate by Hilton 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! (1,902 reviews)
Excellent location! Courteous staff. Clean rooms. Great stay!

Reviewed on 2025/12/30

Historic Inns of Annapolis
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 2025/11/18

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
107 10th St Ocean City MD
Stay at this condo in Ocean City. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Ocean City Boardwalk and Ocean City Beach are ...
8.2/10 Very Good! (19 reviews)
straight fire, definitely going back

Reviewed on 2025/6/21

Americana Condos 10th street
WhyHotel by Placemakr Columbia

WhyHotel by Placemakr Columbia

4 out of 5
6200 Valencia Ln Columbia MD
Stay at this aparthotel in Columbia. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (781 reviews)
Very clean

Reviewed on 2025/12/20

WhyHotel by Placemakr Columbia
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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