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

Beautiful troll downtown Annapolis...
#Adventure

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

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

Eastport

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

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

Murray Hill
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Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Cape Saint Claire
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

If you're spending some time in Arundel on the Bay, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

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

Hillsmere

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

Hillsmere
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is S$249 per night from 29 Mar to 30 Mar
S$249
29 Mar - 30 Mar
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
9.4/10 Exceptional! (1,003 reviews)
The hotel has cute and trendy decor. It’s located centrally nearby many restaurants and coffee shops around. Our room was clean and spacious. Check in was easy and on point. We had no issues with this hotel. This is my second Graduate hotel that I’m staying in and they are very efficient.

Reviewed on 16 Mar, 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 S$160 per night from 22 Mar to 23 Mar
S$160
22 Mar - 23 Mar
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,007 reviews)
Would definitely stay here again. Hotel was very clean. Rooms were a nice size. Only stayed for here from midnight til about 7am but enjoyed the stay.

Reviewed on 18 Mar, 2026

Crowne Plaza Annapolis by IHG
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,881 reviews)
The elevator was not working the entire time.

Reviewed on 13 Mar, 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 Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
7.4/10 Good! (1,304 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 12 Mar, 2026

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Monte Carlo Condos

Monte Carlo Condos

3 out of 5
1107 N. Baltimore Ave. Ocean City MD
Stay at this business-friendly condo in Ocean City. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City ...
6.8/10 (59 reviews)
We Would stay again. 1 shower didn’t work. But there was only 2 of us so we just used the other one. The tvs were hard to work. Nice big rooms, comfy beds.

Reviewed on 15 Mar, 2026

Monte Carlo Condos
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (306 reviews)
We enjoyed our stay the rooms was clean we had everything we needed Thank you!

Reviewed on 9 Mar, 2026

Shore Point Cottages
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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