Name: DoubleTree by Hilton Hotel Annapolis
Price range: ￥11,642
Rating: 8.6

Graduate by Hilton Annapolis

126 West St Annapolis MD

￥22,935

￥26,146 total

Feb 15 - Feb 16

includes taxes & 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 ...

9.2/10 Wonderful! (1,009 reviews)

Room was great and staff was friendly as usual. Our favorite Annapolis hotel.

Reviewed on Jan 24, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

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 ...

9/10 Wonderful! (1,904 reviews)

This Inn is a historic gem. The room is spacious and staff friendly and customer focused. The area is like going back in time architecturally.

Reviewed on Jan 22, 2026

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DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

￥11,642

￥13,271 total

Feb 8 - Feb 9

includes taxes & 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 ...

8.6/10 Excellent! (1,004 reviews)

Clean establishment and a very friendly staff.

Reviewed on Jan 21, 2026

See all 1,221 properties in Highland Beach

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 garden row home, easy 4 block walk to the heart of Annapolis.

Annapolis MD

Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hammond-Harwood House and French Soldiers Monument ...

10/10 Exceptional! (126 reviews)

Great location & host.

Reviewed on Dec 28, 2025

The Blue Crab Beach House - Free beach passes

North Beach MD

Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...

10/10 Exceptional! (78 reviews)

Everything was fine and comfortable

Reviewed on Dec 27, 2025

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...

6.2/10 (7 reviews)

Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...

Reviewed on Oct 8, 2025

See all properties in Highland Beach

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.

Popular places to visit

U.S. Naval Academy

4.5/5(446 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Sandy Point State Park

4.5/5(13 reviews)

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Maryland State House

4.5/5(123 reviews)

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.