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
The price is ฿3,783 per night from 1 Jun to 2 Jun
฿3,783
฿5,431 total
1 Jun - 2 Jun
includes taxes & fees
9/10 Wonderful! (1,852 reviews)
"I wish there was a easier place to park, but it was a nice hotel"
Reviewed on 19 May 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿3,579 per night from 31 May to 1 Jun
฿3,579
฿4,080 total
31 May - 1 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"hotel was clean and well appointed. The room was nice and comfortable. Breakfast buffet (continental) was just what I needed to start the day. And...the cookies were delicious."
Reviewed on 20 May 2026
Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is ฿3,727 per night from 25 May to 26 May
฿3,727
฿4,248 total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"great"
Reviewed on 20 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.
Popular places to visit
U.S. Naval Academy
4.5/5(5 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
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
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿316
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
฿1,149
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,282
per adult
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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.
