Highland Beach Holidays
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Highland Beach Holiday
Our pick of the best Highland Beach Hotel Deals
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
8.8/10 Excellent! (1,832 reviews)
"Stayed for one night; room was nice, easy to access, and located near numerous local attractions."
Reviewed on 18 Sept 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
The price is NZ$205 per night from 29 Sept to 30 Sept
NZ$205
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Relaxing"
Reviewed on 16 Sept 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
The price is NZ$196 per night from 30 Sept to 1 Oct
NZ$196
30 Sept - 1 Oct
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"No additional comment."
Reviewed on 19 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.
Discover the most popular places to visit in Highland Beach
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.
Anne Arundel Medical Center
If Anne Arundel Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Parole.
What to do in Highland Beach
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$51
per adult
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
NZ$54
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
