Annapolis

Travel Guide

Annapolis
Annapolis
U.S. Naval Academy showing military items, heritage architecture 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 centre 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

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, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

Murray Hill
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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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
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Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Admiral Heights
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
The price is S$134 per night from 17 Apr to 18 Apr
S$134
includes taxes & fees
17 Apr - 18 Apr
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,001 reviews)
Friendly stay
"We enjoyed our stay in Annapolis. The location of the hotel was great. I liked being in a quiet area. Ashely at the front desk was so friendly and welcoming. The staff were all nice. The hot breakfast was good and just right. Our room temperature and just right. It was a good two-night stay"

Reviewed on 31 Mar, 2025

Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is S$265 per night from 16 Apr to 17 Apr
S$265
includes taxes & fees
16 Apr - 17 Apr
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! (1,735 reviews)
"I had a lovely stay at The Maryland Inn. The front desk staff were very friendly both during check in and check out. The accommodations were quite comfortable. I would definitely stay here again!"

Reviewed on 1 Apr, 2025

Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
The price is S$291 per night from 20 Apr to 21 Apr
S$291
includes taxes & fees
20 Apr - 21 Apr
Stay at this 4-star eco-certified hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (808 reviews)
"Good"

Reviewed on 23 Mar, 2025

Annapolis Waterfront Hotel, Autograph Collection
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.
WhyHotel by Placemakr Columbia
WhyHotel by Placemakr Columbia
4 out of 5
6200 Valencia Ln, Columbia, MD
Stay at this 4-star aparthotel in Columbia. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (643 reviews)
"Very clean, parking on the floor of the room, kitchen was perfect for a short weekend stay, and great food near by."

Reviewed on 30 Mar, 2025

WhyHotel by Placemakr Columbia
Shore Point Cottages
Shore Point Cottages
3 out of 5
9543 Stephen Decatur Hwy, Berlin, MD
Stay at this 3-star cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (203 reviews)
"I love how quiet the place is. It gives you a remote feeling. A very nice getaway!"

Reviewed on 23 Feb, 2025

Shore Point Cottages
Majestic Hotel & Apartments
Majestic Hotel & Apartments
3 out of 5
7th St & Boardwalk, Ocean City, MD
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff in our reviews. ...
6.4/10 (187 reviews)
"Great apartment"

Reviewed on 17 Oct, 2024

Majestic Hotel & Apartments
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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