Hillsmere Shores, MD
Travel Guide
Visit Hillsmere Shores

Historic Inns of Annapolis
Rooms are in the different buildings so we needed to check in to find out where we were staying. Parking is difficult so we chose to pay for valet. Loved the location and it was convenient for Midnight Madness shopping and to great restaurants.
Reviewed on Dec 6, 2025

DoubleTree by Hilton Hotel Largo/Washington DC
Stuff was great
Reviewed on Dec 4, 2025

Graduate by Hilton Annapolis
Very nice hotel. The dog park could have better lighting.
Reviewed on Dec 3, 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 Oct 8, 2025

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
We enjoyed our stay. The house had plenty of room for our family with 4 adults and 1 teen. We enjoyed and used the kayaks daily. The water is dirtier than I pictured and the beach only existed for a few hours a day. The house needs a coat of paint, and clean dishes were left on the counter which ...
Reviewed on Jul 20, 2025

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
The Woodland Retreat property was quiet and a good location for our fall golf trip. All beds comfortable and the place was very clean. Good hot water for showering and plenty of towels / linens. The Owner was very responsive to all questions we had prior to checkin and during our stay. The Wifi worked ...
Reviewed on Nov 14, 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

AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Ashes and Apparitions of Annapolis Ghost Tour

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Half Day Private Bus Tour of Annapolis Up to 13 people
- U.S. Naval Academy
- Navy-Marine Corps Memorial Stadium
- Chesapeake Bay
- Annapolis City Dock
- Chesapeake Bay Bridge
- Anne Arundel Medical Center
- Annapolis Mall Shopping Center
- Sandy Point State Park
- Westfield Annapolis Mall
- Show Place Arena
- Bowie State University
- Fort George G. Meade
- Annapolis Harbor Center Shopping Center
- Maryland State House
- Maryland Quiet Waters Park
- Annapolis Maritime Museum
- Queenstown Premium Outlets
- St. Michaels Winery
- Rock Hall Harbor
- Rod n Reel Charter Fishing
- Maryland Hall for Creative Arts
- Chesapeake Bay Maritime Museum
- Prince George's Stadium
- William Paca House
- Chesapeake Beach Water Park
- Prince George's Community College
- Northern Chesapeake Bay
- Thurgood Marshall Memorial



