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$245 per night from 31 May to 1 June
NZ$245
31 May - 1 June
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
The room was clean. The bed was comfortable. The staff was friendly and helpful.
Reviewed on 13 May 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$293 per night from 31 May to 1 June
NZ$293
31 May - 1 June
includes taxes & fees
9/10 Wonderful! (1,858 reviews)
The staff were fabulous and our room was wonderful.
Reviewed on 12 May 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is NZ$199 per night from 27 May to 28 May
NZ$199
27 May - 28 May
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
It was very impressive...the room was perfect and the staff wa s super helpful and friendly
Reviewed on 8 May 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
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.
What to do in Highland Beach
Annapolis Highlights Self-Guided Walking Audio Tour
NZ$9
per traveller
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$51
per adult
Ashes and Apparitions of Annapolis Ghost Tour
NZ$51
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.
