Highland Beach Vacations
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Find the Best Highland Beach Vacation Packages
Highland Beach Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ￥19,783 per night from May 24 to May 25
￥19,783
￥22,552 total
May 24 - May 25
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
We were in a room directly onto of the bar you could hear the music in our room. It was very annoying also the air conditioner was very loud.
Reviewed on Apr 27, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ￥22,807 per night from May 25 to May 26
￥22,807
￥31,452 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,850 reviews)
This was an absolutely beautiful hotel, full of history and charm. The staff was super friendly and helpful also. I would absolutely stay here again.
Reviewed on Apr 28, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is ￥20,245 per night from May 5 to May 6
￥20,245
￥23,079 total
May 5 - May 6
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Beds are cozy and pillows are great!
Reviewed on Apr 28, 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.
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.
What to do in Highland Beach
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
￥4,765
per adult
Ashes and Apparitions of Annapolis Ghost Tour
￥5,083
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.
