Highland Beach Holidays
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Highland Beach Holiday
Our pick of the best Highland Beach Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$146 per night from 4 Jan to 5 Jan
NZ$146
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
Room was ok other than being in the basement, the staff was awesome and friendly
Reviewed on 20 Dec 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,904 reviews)
Great customer service!
Reviewed on 21 Dec 2025
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is NZ$213 per night from 12 Jan to 13 Jan
NZ$213
12 Jan - 13 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.
Reviewed on 17 Dec 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$52
per adult
Ashes and Apparitions of Annapolis Ghost Tour
NZ$50
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
