
Hillsmere Vacations from $171
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Your Hillsmere Vacation
Booking a Hillsmere vacation package is a good way to get to know this neighborhood. From its renowned sites to its lesser-known gems, you won't be short of adventures. Hoping to do some sightseeing during your trip to Hillsmere? Make sure you stop by nearby attractions like Maryland State House, William Paca House and Navy-Marine Corps Memorial Stadium. Don't just imagine it — do it! Reserve your ideal Hillsmere vacation with Expedia and get to where you're going your way.
The Latest Hillsmere Vacation Packages

Hotel Ulysses, a Member of Design Hotels
Reviewed on Dec 3, 2025

Lord Baltimore Hotel
Reviewed on Dec 4, 2025


Le Meridien Arlington
Reviewed on Nov 29, 2025
Where to stay in Hillsmere

Historic District
Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.
Hillsmere Hotel Deals

The Hotel at Arundel Preserve
Clean, helpful.
Reviewed on Nov 29, 2025

Historic Inns of Annapolis
Excellent hotel Really nice staff Love the valet guys
Reviewed on Nov 30, 2025

Holiday Inn Express Baltimore-BWI Airport West by IHG
This is a great value option. It's starting to show its age a little, but it is very clean and well maintained. The staff are helpful and pleasant. Access to surrounding amenities is easy from this location. Great place to stay!
Reviewed on Dec 1, 2025
Discover the most popular places to visit in Hillsmere

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.

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.
Things to do

AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl





















