Highland Beach Vacations
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- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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Find the Best Highland Beach Vacation Packages
Highland Beach Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ₩255,811 per night from Mar 16 to Mar 17
₩255,811
₩340,872 total
Mar 16 - Mar 17
includes taxes & fees
9/10 Wonderful! (1,877 reviews)
Such a cool place to stay! Water pressure wasn’t great but it’s a very old building.
Reviewed on Feb 26, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ₩125,618 per night from Mar 5 to Mar 6
₩125,618
₩143,205 total
Mar 5 - Mar 6
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
The room and the property were clean. My husband and I paid for the breakfast when we made the reservation. We checked in, but didn't receive our breakfast vouchers until the following day.
Reviewed on Mar 2, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is ₩158,397 per night from Mar 10 to Mar 11
₩158,397
₩180,573 total
Mar 10 - Mar 11
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Great
Reviewed on Mar 2, 2026
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
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.
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.
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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.
