Hillsmere Shores
Travel Guide
Visit Hillsmere Shores
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
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! (1,833 reviews)
"Beautiful hotel in the heart of Annapolis. Lots of charm"
Reviewed on 3 Oct 2025
DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court, Upper Marlboro, MD
The price is €93 per night from 3 Nov to 4 Nov
€93
3 Nov - 4 Nov
includes taxes & fees
Stay at this 4-star business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...
7.8/10 Good! (1,003 reviews)
"Customer Service was excellent."
Reviewed on 29 Sept 2025
Comfort Inn Largo-Washington DC East
9421 Largo Drive West, Upper Marlboro, MD
The price is €65 per night from 3 Nov to 4 Nov
€65
3 Nov - 4 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (237 reviews)
"The building was very clean the surroundings very pleasant, but their telephone system needs to be fixed."
Reviewed on 3 Oct 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.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.4/10 Exceptional! (117 reviews)
"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"
Reviewed on 21 Sept 2025
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Annapolis
Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf ...
9.8/10 Exceptional! (36 reviews)
"Beautiful view, great property. Owner was easy to communicate with"
Reviewed on 1 Sept 2025
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis
Stay at this vacation home in Annapolis. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions John Smith House and Tose Family Tennis Center ...
10/10 Exceptional! (215 reviews)
"Perfect location and lovely place for a weekend getaway!"
Reviewed on 14 Sept 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(5 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
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 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.
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.
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
€57
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
€26
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
€8
per traveller
80% of travellers recommend
Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views
€13
per adult
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
€22
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
€23
per adult
