Annapolis Travel Guide

Tourist Guide

Annapolis
Annapolis
Annapolis
Annapolis
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.

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Where to stay in Annapolis

Aerial Panoramic View Annapolis Maryland State House Capital City

Historic District

5/5(2 area reviews)

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
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
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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
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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
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is NZ$229 per night from 25 May to 26 May
NZ$229
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,005 reviews)
My stay started with problems with getting on the WIFI. You have to be a Hilton member to get free WIFI. The hotel needs some repairs here and there. I was in “the tower” on the 5th floor. Wallpaper peeling from around the buttons at the elevators. The table at the elevator was worn. Disappointing ...

Reviewed on 15 May 2026

DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is NZ$286 per night from 31 May to 1 June
NZ$286
31 May - 1 June
includes taxes & fees
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! (1,846 reviews)
Marylan house was great. Perfect location and clean- room was cute and perfect. I was there on business but want to come back to the same place. awesome - awesome - awesome,

Reviewed on 15 May 2026

Historic Inns of Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
The price is NZ$232 per night from 31 May to 1 June
NZ$232
31 May - 1 June
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,000 reviews)
It was great

Reviewed on 7 May 2026

Courtyard by Marriott 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.
PERFECT LOCATION in the heart of history

PERFECT LOCATION in the heart of history

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Chesapeake Bay Bridge and John Smith House are located ...
10/10 Exceptional! (222 reviews)
Great location! Host was very accommodating.

Reviewed on 25 Apr 2026

PERFECT LOCATION in the heart of history
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Chesapeake Bay Bridge and Ballet ...
10/10 Exceptional! (42 reviews)
This cottage is totally charming, clean and well appointed. And easy walking distance to the historic downtown. I highly recommend!

Reviewed on 21 Apr 2026

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Annapolis MD
Stay at this apartment in Annapolis. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping ...
9.6/10 Exceptional! (89 reviews)
The property was just as described. Clean and charming. The shower was hot and full stream. The bed was comfortable and wine on the balcony was delightful. We loved our stay.

Reviewed on 3 May 2026

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
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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