Annapolis, MD

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 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

Find the best Annapolis areas and neighborhoods 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

When in West Annapolis, you can plan a visit to Navy-Marine Corps Memorial Stadium and Maryland State House, some noteworthy sights in the nearby area.

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
$83 nightly
The price is $95 total per night from Sep 27 to Sep 28
$95 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,151 reviews)
"Let's start with the positives. The hotel is in a great location, and the staff was friendly and welcoming. Having a restaurant and bar inside the hotel was definitely a plus. The complimentary cookies and water upon arrival were a nice touch. The cookies were served warm and baked on-site. I'm usually ..."

Reviewed on Sep 1, 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
$103 nightly
The price is $117 total per night from Sep 30 to Oct 1
$117 total
Sep 30 - Oct 1
Total with taxes and fees
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 ...
Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
$153 nightly
The price is $175 total per night from Sep 8 to Sep 9
$175 total
Sep 8 - Sep 9
Total with taxes and fees
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 bar and ...
Graduate by Hilton 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 MD
Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Sandy Point State Park and Annapolis City ...
9.8/10 Exceptional! (53 reviews)
"Amazing place, friendly community, excellent crabbing."

Reviewed on Aug 18, 2026

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway

Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway

Annapolis MD
Stay at this apartment in Annapolis. Enjoy free WiFi, a sauna, and a garden. Popular attractions Sandy Point State Park and Annapolis City Dock are located ...
9.4/10 Exceptional! (49 reviews)
"The garage had a musty smell that was very unpleasant. Beware if you suffer with allergies. The bedroom door had a privacy lock on the outside so you could accidentally lock yourself in. The water in the tap was very slow to warm up. Everything else was top tier. This was our anniversary staycation. ..."

Reviewed on Aug 30, 2026

Annapolis Spa Retreat, Sauna, Jacuzzi, King Bed Couples Quiet Loft Apt. Getaway
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Annapolis City Dock and Sandy Point State Park ...
10/10 Exceptional! (259 reviews)
"The unit was incredibly clean. The location was more ideal than I expected. You can easily stay here and not have to take your car anywhere, but having the garage was really fantastic. We were able to get an extra parking pass which was also very easy and helpful. The host was very responsive and ..."

Reviewed on Aug 31, 2026

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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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