Highland Beach
Travel Guide
Visit Highland Beach

Historic Inns of Annapolis
Such a cool place to stay! Water pressure wasn’t great but it’s a very old building.
Reviewed on 26 Feb 2026

DoubleTree by Hilton Hotel Annapolis
The room and the property were clean. My husband and I paid for the breakfast when we made the reservation. We checked in, but didn't receive our breakfast vouchers until the following day.
Reviewed on 2 Mar 2026

Crowne Plaza Annapolis by IHG
Great
Reviewed on 2 Mar 2026

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Great location, charming decor, extra clean and well-provisioned.
Reviewed on 2 Mar 2026

Sweet Bamboo Beach Cottage
The beach house was cute, well equipped and in good repair. Made for a cozy Christmas. Would come back to stay again.
Reviewed on 2 Jan 2026

Floating 2 bed 2 bath condo stunning views of the bay
How in good conscience anyone would list this "floating oasis" as great or stunning is irreprehensibl Was no safe way of accessing the boat for five 65-68 yr. old women. No ramp to access. Needed to jump from a plastic two step stool onto a ledge and pull yourself up ladder to get on deck. If you ...
Reviewed on 12 Nov 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.
Things to do

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views

Ashes and Apparitions of Annapolis Ghost Tour


