Highland Beach Travel Guide
Tourist Guide
Visit Highland Beach

DoubleTree by Hilton Hotel Annapolis
Room was ok other than being in the basement, the staff was awesome and friendly
Reviewed on 20 Dec 2025

Historic Inns of Annapolis
Great customer service!
Reviewed on 21 Dec 2025

Crowne Plaza Annapolis by IHG
Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.
Reviewed on 17 Dec 2025

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...
Reviewed on 30 Nov 2025

Floating 2 bed 2 bath condo stunning views of the bay
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 8 Oct 2025

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Wow! What a great home. Plenty of space for a larger group. The open floor plan was perfect - lots of areas for people to hang out without feeling crowded. We will be back!
Reviewed on 1 Dec 2025
Popular places to visit

U.S. Naval Academy
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
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
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
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.

William Paca House
Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.
Activities

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl


