Highland Beach Travel Guide
Tourist Guide
Visit Highland Beach

Graduate by Hilton Annapolis
The hotel has cute and trendy decor. It’s located centrally nearby many restaurants and coffee shops around. Our room was clean and spacious. Check in was easy and on point. We had no issues with this hotel. This is my second Graduate hotel that I’m staying in and they are very efficient.
Reviewed on 16 Mar 2026

Crowne Plaza Annapolis by IHG
Would definitely stay here again. Hotel was very clean. Rooms were a nice size. Only stayed for here from midnight til about 7am but enjoyed the stay.
Reviewed on 18 Mar 2026

Historic Inns of Annapolis
The elevator was not working the entire time.
Reviewed on 13 Mar 2026

Chesapeake Houseboat Getaway on Kent Island, Maryland
This was a terrific experience. The house boat was extremely clean and well taken care of. The host was proactive with terrific communication. She was upfront with the care and expectations of the stay. It was well stocked, perfect for cooking and enjoying the views from the boat. We are already ...
Reviewed on 11 Mar 2026

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
We had a wonderful time and really enjoyed the back screened in porch which is where we spent a lot of time with our two little dogs.
Reviewed on 12 Mar 2026

Charming Annapolis WaterVIEW Home
The view was incredible! So magical. My daughters and I watched the sunrise over the bay every morning from the living room. On our last morning there was a family of deer grazing as we watched - it was so beautiful! The master bathroom is amazing. It was the perfect spot for family to gather for ...
Reviewed on 15 Mar 2026
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

Ashes and Apparitions of Annapolis Ghost Tour


