Annapolis Travel Guide

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

Historic District

5/5(2 area reviews)

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 Spa Creek.

Eastport
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Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Murray Hill
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Cape Saint Claire

Though Cape Saint Claire may not have many top sights, you can venture to the surrounding area to see attractions like Sandy Point State Park and Chesapeake Bay Bridge.

Cape Saint Claire
Maryland Quiet Waters Park showing a garden and a house

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Hillsmere
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Homewood

While there might not be top attractions in Homewood, you can explore the larger area and discover places like Maryland Hall for Creative Arts and Navy-Marine Corps Memorial Stadium.

Homewood
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 NZ$235 per night from 29 May to 30 May
NZ$235
per night
29 May - 30 May
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! (1,003 reviews)
"Parking lot A little dark at night. Front desk was very welcoming Bartender was stale. Not very welcoming at all. Over all place is nice. Would recommend"

Reviewed on 21 May 2024

Crowne Plaza Annapolis, an IHG Hotel
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is NZ$291 per night from 9 Jun to 10 Jun
NZ$291
per night
9 Jun - 10 Jun
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! (1,614 reviews)
"overall the room was very clean, very spacious and service with housekeeping was fabulous. The only complain we had was we kept hearing this noise coming from the wall like if there was some kind of machine that kept going off and on, humming sound"

Reviewed on 23 May 2024

Historic Inns of Annapolis
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is NZ$363 per night from 9 Jun to 10 Jun
NZ$363
per night
9 Jun - 10 Jun
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 restaurant ...
9.2/10 Wonderful! (1,045 reviews)
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."

Reviewed on 23 May 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.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Annapolis
Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and concierge services. Popular attractions Sandy Point State Park and Bay Hills Golf ...
10/10 Exceptional! (3 reviews)
wonderful property/great stay
"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this ..."

Reviewed on 15 May 2024

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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! (162 reviews)
Central Annapolis spot
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."

Reviewed on 16 May 2024

Directly Across from Gate One & Steps from the Waterfront
Firefly Cottage at the Cape, HOT TUB, E.V.  community beach,  back yard fun
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Annapolis
Stay at this cottage in Annapolis. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the clean rooms in our reviews. Popular attractions Sandy ...
10/10 Exceptional! (60 reviews)
Wonderful relaxing weekend
"We had a great stay here for my husband’s birthday. Pat and Ken were fantastic hosts and even decorated for this birthday. They provided everything we would need for our toddler and if the weather had cooperated we’d have spent hours and hours in the backyard. Really appreciative of all the attention ..."

Reviewed on 20 May 2024

Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
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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