Hillsmere Shores, MD
Travel Guide
Visit Hillsmere Shores
Historic Inns of Annapolis
58 State Circle Annapolis MD
$144 nightly
The price is $164 total per night from Jan 1 to Jan 2
$164 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,898 reviews)
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
9100 Basil Court Upper Marlboro MD
$92 nightly
The price is $104 total per night from Dec 21 to Dec 22
$104 total
Dec 21 - Dec 22
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
Graduate by Hilton Annapolis
126 West St Annapolis MD
$127 nightly
The price is $144 total per night from Dec 21 to Dec 22
$144 total
Dec 21 - Dec 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,013 reviews)
Very nice hotel. The dog park could have better lighting.
Reviewed on Dec 3, 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
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
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
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.
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
- 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
