Highland Beach Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
9/10 Wonderful! (1,884 reviews)
Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!
Reviewed on 2026/1/31
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$2,624 per night from Feb 22 to Feb 23
NT$2,624
NT$2,991 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Room was spotless. Staff was very courteous. Would highly recommended.
Reviewed on 2026/2/5
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$5,039 per night from Feb 23 to Feb 24
NT$5,039
NT$5,745 total
Feb 23 - Feb 24
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
The room was very spacious. Staff were nice. Amenities were excellent. Good location for our stay.
Reviewed on 2026/2/5
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.
Sandy Point State Park
4.5/5(13 reviews)
Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.
Maryland State House
4.5/5(123 reviews)
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
