Hillsmere Shores, MD
Travel Guide
Visit Hillsmere Shores

Historic Inns of Annapolis
Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!
Reviewed on Jan 31, 2026

DoubleTree by Hilton Hotel Largo/Washington DC
Staff was super friendly and helpful - rooms had good sound proofing. I could hear a party going on while I was in the hallway but didn’t hear it at all in my room. My daughter had a competition the next day so the peace and quiet was important.
Reviewed on Feb 1, 2026

DoubleTree by Hilton Hotel Annapolis
Room was spotless. Staff was very courteous. Would highly recommended.
Reviewed on Feb 5, 2026

The Blue Crab Beach House - Free beach passes
Everything was fine and comfortable
Reviewed on Dec 27, 2025

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Great host! Great house!
Reviewed on Jan 2, 2026

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Amazing location and house! Host was so accommodating during upcoming inclement weather. The house was so cozy and decorated beautifully! We wish we could have stayed longer
Reviewed on Jan 25, 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

Ashes and Apparitions of Annapolis Ghost Tour
- U.S. Naval Academy
- Fort George G. Meade
- Chesapeake Bay
- Chesapeake Bay Bridge
- Anne Arundel Medical Center
- Sandy Point State Park
- Annapolis City Dock
- Show Place Arena
- Maryland State House
- Navy-Marine Corps Memorial Stadium
- Chesapeake Bay Maritime Museum
- Westfield Annapolis Mall
- Annapolis Mall Shopping Center
- St. Michaels Winery
- Annapolis Maritime Museum
- Annapolis Harbor Center Shopping Center
- Bowie State University
- Maryland Quiet Waters Park
- Maryland Hall for Creative Arts
- Queenstown Harbor Golf Club
- Queenstown Premium Outlets
- William Paca House
- Rock Hall Harbor
- Chesapeake Beach Water Park
- Prince George's Community College
- Northern Chesapeake Bay
- Chesapeake Bay Environmental Center
- Renditions Golf Club



