Annapolis, MD

Travel Guide
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 Spa Creek.

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 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
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
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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
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $227 per night from Jul 28 to Jul 29
$227
includes taxes & fees
$179 per night
Jul 28 - Jul 29
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the comfy rooms and the property ...
8.8/10 Excellent! (1,642 reviews)
Great stay
"Excellent stay except for a couple minor issues. Told to use the OpenKey app to check in but was not available until after physical check in at the front desk. Since the building was separated it was a little more than a short walk to our building. The app would allow us to go straight to the room. ..."

Reviewed on Jul 24, 2024

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
The price is $118 per night from Aug 11 to Aug 12
$118
includes taxes & fees
$103 per night
Aug 11 - Aug 12
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the property condition ...
8.6/10 Excellent! (1,001 reviews)
"Makeovers used in bathroom to update their condition are very shoddy."

Reviewed on Jul 23, 2024

Crowne Plaza Annapolis, an IHG Hotel
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is $193 per night from Aug 18 to Aug 19
$193
includes taxes & fees
$169 per night
Aug 18 - Aug 19
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! (1,004 reviews)
Won’t be disappointed
"When we are visiting Annapolis the Graduate is our favorite place to stay. The staff is friendly and welcoming! You can’t beat the location, walking distance to downtown. There is a restaurant on site with plenty of options, check out the schedule for live music also. The guest rooms have plenty ..."

Reviewed on Jul 24, 2024

Graduate 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.
Directly Across from Gate One & Steps from the Waterfront
Directly Across from Gate One & Steps from the Waterfront
Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Our guests praise the clean rooms in our reviews. ...
10/10 Exceptional! (171 reviews)
"Great location, easy walk to restaurants, bars, and shopping. Furnishings were comfortable, back patio was lovely and the historic feel was charming."

Reviewed on Jul 24, 2024

Directly Across from Gate One & Steps from the Waterfront
Bay View Studio Apartment
Bay View Studio Apartment
Annapolis
Book a stay at this family-friendly apartment in Annapolis. Enjoy free WiFi, a water park, and a garden. Popular attractions Annapolis City Dock and Chesapeake ...
10/10 Exceptional! (32 reviews)
"This property was beyond our expectations. Laura was an informative and gracious hostess. The proximity to the Chesapeake Bay was peaceful and inspiring. The cleanliness and decor were exceptional."

Reviewed on Jul 19, 2024

Bay View Studio Apartment
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Annapolis
Stay at this vacation home in Annapolis. Enjoy furnished balconies or patios, satellite TV channels, and an in-room coffeemaker. Popular attractions Sandy Point ...
9.2/10 Wonderful! (25 reviews)
Wonderful stay
"I was in town for the great Chesapeake bay swim. The house is in a great location, very close to the bridge and a short drive into town. The house was well equipped, clean, and as described."

Reviewed on Jun 17, 2024

Waterfront Annapolis Home: Fire Pit & Fishing Pier
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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