Hillsmere Shores, MD
Travel Guide
Visit Hillsmere Shores
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$76 nightly
The price is $87 total per night from Dec 28 to Dec 29
$87 total
Dec 28 - Dec 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,013 reviews)
Great
Reviewed on Dec 9, 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
$92 nightly
The price is $104 total per night from Dec 28 to Dec 29
$104 total
Dec 28 - Dec 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...
8/10 Very Good! (1,005 reviews)
Stuff was great
Reviewed on Dec 4, 2025
Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy Glen Burnie MD
$92 nightly
The price is $105 total per night from Dec 17 to Dec 18
$105 total
Dec 17 - Dec 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Glen Burnie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,006 reviews)
Rooms were clean and staff was very friendly
Reviewed on Dec 8, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Floating 2 bed 2 bath condo stunning views of the bay
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7/10 Good! (6 reviews)
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
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville MD
Book a stay at this golf vacation home in Stevensville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Matapeake State Park and Northern ...
9.8/10 Exceptional! (15 reviews)
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
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Pasadena MD
Book a stay at this beach vacation home in Pasadena. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Downs Park Dog Beach and Fort Smallwood ...
9.2/10 Wonderful! (77 reviews)
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
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Check Hillsmere Shores hotel availability
Popular places to visit
U.S. Naval Academy
4.5/5(446 reviews)
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
4/5(270 reviews)
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
4.5/5(13 reviews)
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
4.5/5(123 reviews)
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
4/5(16 reviews)
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
$67
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
$40
per adult
Ashes and Apparitions of Annapolis Ghost Tour
$32
per adult
100% of travellers recommend
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
$36
per adult
Half Day Private Bus Tour of Annapolis Up to 13 people
$1,639
per traveler
- U.S. Naval Academy
- Navy-Marine Corps Memorial Stadium
- Chesapeake Bay
- Anne Arundel Medical Center
- Annapolis City Dock
- Chesapeake Bay Bridge
- 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
- Annapolis Maritime Museum
- Maryland Quiet Waters Park
- Queenstown Premium Outlets
- St. Michaels Winery
- Rock Hall Harbor
- Rod n Reel Charter Fishing
- Maryland Hall for Creative Arts
- Chesapeake Bay Maritime Museum
- Chesapeake Beach Water Park
- Prince George's Stadium
- Prince George's Community College
- William Paca House
- Northern Chesapeake Bay
- Renditions Golf Club
- Allen Pond Park
