Highland Beach Travel Guide
Tourist Guide
Visit Highland Beach
Graduate by Hilton Annapolis
Outstanding
Reviewed on 11 Apr 2026
Historic Inns of Annapolis
Room was clean, but never cleaned during my stay. Staff was polite and helpful. Parking and check in was most inconvenient. Going from one location to another was not what I expected.
Reviewed on 16 Apr 2026
Crowne Plaza Annapolis by IHG
We stayed in a spacious junior suite, which we really enjoyed. However, the room wasn’t well soundproofed, and we could hear highway noise at night. Overall, the room was clean, though the coffee machine could have been better maintained. The pool area was nice, but unfortunately the jacuzzi was ...
Reviewed on 15 Apr 2026
Chesapeake Houseboat Getaway on Kent Island, Maryland
Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.
Reviewed on 13 Apr 2026
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
It’s beautiful place inside and out!
Reviewed on 8 Apr 2026
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
A lovely home just a block from the shops and restaurants on Talbot Street. The rear addition adds generous living space while preserving the charm of the historic house. The screened-in back deck is a great feature for relaxing evenings.Upstairs, the bedroom feels like a second retreat—spacious, ...
Reviewed on 30 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.
Things to do
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
