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 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
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
Been a fan of this house since a youngin'. The tree draped driveway has always been a good look about this time of year.

Arundel on the Bay

Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away.

Arundel on the Bay
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is ₩253,044 per night from Mar 29 to Mar 30
₩253,044
₩288,470 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! (1,007 reviews)
Central l9cation, easy walk to all sites.

Reviewed on Mar 12, 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
The price is ₩162,416 per night from Mar 15 to Mar 16
₩162,416
₩185,154 total
Mar 15 - Mar 16
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! (1,012 reviews)
Clean, friendly staff and great area

Reviewed on Mar 11, 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! (1,875 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.
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! (1,303 reviews)
There was mold/mildew in the shower, trash on the floors in the hallway, jacuzzi tub would not hold water, and very little staff working

Reviewed on Mar 12, 2026

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 ...
8.4/10 Very Good! (19 reviews)
Will not rebook this hotel
Room was clean. No utensils, dish soap, body wash, paper towels or toilet paper as stated. Charged 10 per day for each car. Only 1 spot available insight and other spots were 10 blocks away! Staff was rude and not accommodating at check in.

Reviewed on Sep 10, 2025

Americana Condos 10th street
Monte Carlo Condos

Monte Carlo Condos

3 out of 5
1107 N. Baltimore Ave. Ocean City MD
Book a stay at this business-friendly condo in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean ...
Monte Carlo Condos
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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