Annapolis, MD

Travel Guide

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

Beautiful troll downtown Annapolis...
#Adventure

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
Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day

Eastport

5/5(1 area review)

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

Eastport
Aerial Panoramic View Annapolis Maryland State House Capital City

Murray Hill

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

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
Beach chairs by Chesapeake Bay at Robert Morris Inn, Oxford, Maryland

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
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is ¥25,995 per night from Mar 29 to Mar 30
¥25,995
¥29,633 total
Mar 29 - Mar 30
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 ...
9.4/10 Exceptional! (1,005 reviews)
Lovely and fun theme hotel. Staff was wonderdul

Reviewed on Mar 8, 2026

Graduate by Hilton Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ¥17,356 per night from Mar 14 to Mar 15
¥17,356
¥19,786 total
Mar 14 - Mar 15
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 ...
8.8/10 Excellent! (1,009 reviews)
Nice

Reviewed on Mar 9, 2026

Crowne Plaza Annapolis by IHG
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 ...
9/10 Wonderful! (1,886 reviews)
Great location for walking around Annapolis

Reviewed on Mar 9, 2026

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.
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions William Paca House and 48 Fleet Street ...
10/10 Exceptional! (32 reviews)
Will was great! House was very clean and plenty of room/bathrooms! Great location and lots of street parking! Would stay again!

Reviewed on Jan 19, 2026

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf Club are located ...
9.8/10 Exceptional! (63 reviews)
The host was very welcoming and responsive before and during the stay for my questions. The house was clean and comfortable. The hot tub was lovely for a soak. We enjoyed the walk to and sitting on the peaceful community beach. Thank you!

Reviewed on Feb 22, 2026

Charming Annapolis WaterVIEW Home
Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock

Annapolis MD
Stay at this condo in Annapolis. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Annapolis Harbor and Ego Alley are located ...
9.6/10 Exceptional! (157 reviews)
Perfect well appointed apartment, clean and very comfortable and walkable to great restaurants and attractions.

Reviewed on Feb 13, 2026

Beautiful Condo - Water View Near City Dock
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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