Annapolis

Travel Guide

A busy downtown street at dusk with historic buildings, a church steeple, and American flags.
A busy street with cars, pedestrians, and illuminated buildings at dusk.
A grand hall with high ceilings, ornate columns, chandeliers, and a polished floor.
A brick building with a white door and windows, surrounded by a black fence and trees.
A bustling street lined with shops and flags, including a prominent 'Go Navy' banner.

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

Find the best Annapolis areas for the activities you enjoy most. Learn more about Annapolis
Learn more about Annapolis

Historic District

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

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

West Annapolis

While West Annapolis isn't home to many top sights, Navy-Marine Corps Memorial Stadium and Maryland State House are some notable places to visit nearby.

Murray Hill

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

Hillsmere

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

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is HK$752 per night from 19 Jul to 20 Jul
HK$752
HK$1,125 total
19 Jul - 20 Jul
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! (1,900 reviews)
"My hotel room had black wallpaper, and was very gloomy. It had two windows, but the courtyard outside had a roof, and very little light trickled in. The beds were comfortable, though. Valet parking was $47 a night, and there was a $30 resort fee per day. So a lot of hidden charges. I am not sur I ..."

Reviewed on 12 Jul 2026

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is HK$872 per night from 14 Jul to 15 Jul
HK$872
HK$994 total
14 Jul - 15 Jul
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! (1,037 reviews)
"Staff was very helpful and friendly"

Reviewed on 13 Jul 2026

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is HK$929 per night from 27 Jul to 28 Jul
HK$929
HK$1,059 total
27 Jul - 28 Jul
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! (1,020 reviews)
"Menu on internet needs to be updated for restaurant"

Reviewed on 12 Jul 2026

Crowne Plaza Annapolis by IHG
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Bay Ridge Beach and Annapolis Golf Club are ...
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star

Annapolis MD
Stay at this apartment in Annapolis. Enjoy free Wi-Fi, private pools and cable/satellite TV service. Popular attractions Annapolis City Dock and Sandy Point ...
10/10 Exceptional! (84 reviews)
"Although we lost power due to a small tornado, our hosts accommodated our needs and made us feel comfortable. They provided a generator and portable AC unit."

Reviewed on 15 Jun 2026

Waterfront Oasis of Annapolis Star
Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer  USNA visits.

Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.

Annapolis MD
Stay at this cottage in Annapolis. Enjoy free breakfast, free Wi-Fi and a garden. Popular attractions Sandy Point State Park and Bay Hills Golf Club are located ...
10/10 Exceptional! (112 reviews)
"Firefly cottage offers a clean and comfortable home away from home for me and my family. Ken and Pat are excellent hosts who truly care about making your stay as comfortable as possible."

Reviewed on 5 Jul 2026

Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.
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.

Stay near popular Annapolis attractions

Things to do

Other places like Annapolis

Explore a world of travel with Expedia