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Top hotels in Highland Beach
Crowne Plaza Annapolis, an IHG Hotel
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is €116 per night from 13 Jan to 14 Jan
€116
includes taxes & fees
13 Jan - 14 Jan
8.6/10 Excellent! (1,000 reviews)
Great stay
"staff, location and breakfast was amazing. Bummed hot tube wasnt working but hopefully next time. Room clean and comfortable"
Reviewed on 2 Jan 2025
Graduate by Hilton Annapolis
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is €142 per night from 4 Feb to 5 Feb
€142
includes taxes & fees
4 Feb - 5 Feb
9.2/10 Wonderful! (1,007 reviews)
"Great stay like always"
Reviewed on 5 Jan 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is €202 per night from 12 Jan to 13 Jan
€202
includes taxes & fees
12 Jan - 13 Jan
8.8/10 Excellent! (1,722 reviews)
"Beautiful historical inn. Easy walking to a multitude of dining options. Very quiet little town!!"
Reviewed on 3 Jan 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.
Frequently asked questions
Popular places to visit
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.
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 Ghosts: Spirits & Spirits Haunted Pub Crawl
€34
per adult
Historic Annapolis Food Tour
€77
per adult
Annapolis Ghost Tour: Phantoms of Annapolis
€33
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.