Hillsmere Shores Travel Guide
Tourist Guide
Visit Hillsmere Shores

DoubleTree by Hilton Hotel Largo/Washington DC
did not use breakfast and bar. Other service was great!
Reviewed on 12 Apr 2026

Graduate by Hilton Annapolis
Outstanding
Reviewed on 11 Apr 2026

Historic Inns of Annapolis
Valet parking while convenient did not arrive on time on the day of the marathon and nearly ended being late for the start line:( the staff barely acknowledged the miss.
Reviewed on 13 Apr 2026

Chesapeake Houseboat Getaway on Kent Island, Maryland
The houseboat was an absolute dream. We loved everything about it and really enjoyed our two night stay. Julia has thought of everything to make your stay comfortable. It was immaculate, well stocked and all the decor was beautiful. We would love to come back.
Reviewed on 2 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
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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


