Highland Beach Packages (Flight + Hotel)
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Top hotels in Highland Beach
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,866 reviews)
All was very good except: no soap at sink in bathroom and none could be “found.” There was a coffee pot that had to be replaced with one that could work with the type coffee pods provided. Promptly replaced, but how could housekeeping have an outdated coffee maker for older-type coffee filter ...
Reviewed on 28 Oct 2025
Graduate by Hilton Annapolis
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is ฿4,847 per night from 24 Nov to 25 Nov
฿4,847
฿5,525 total
24 Nov - 25 Nov
includes taxes & fees
9.2/10 Wonderful! (1,017 reviews)
Family wedding
Wonderfully. We were pleasantly surprised at the hotel. Very nice. Well decorated. Convenient and walkable location.
Reviewed on 20 Oct 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is ฿3,164 per night from 18 Nov to 19 Nov
฿3,164
฿3,607 total
18 Nov - 19 Nov
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Country Inn and Suites, Annapolis MD
The breakfast could be better. The eggs did not taste like real eggs. Maybe the food was just not cooked right. I was pleased with it. I had to clean the hot tub before we used it.
Reviewed on 27 Oct 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.
Popular places to visit
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.
Maryland State House
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
What to do in Highland Beach
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
฿2,180
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿319
per traveller
80% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,308
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
