Highland Beach Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 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
Top Flight + Hotel Deals in Highland Beach
Price found within the past 48 hours. Click for updated prices.
Hotel Ulysses, a Member of Design Hotels
Mount Vernon
Price was €846, price is now €598 per person
€598
per person
1 Feb - 8 Feb
found 21 hours ago
Return flight included
Dublin (DUB) to Baltimore (BWI)
9.2/10 Wonderful! (979 reviews)
Great customer service at front desk allowing early check in.
Reviewed on 1 Dec 2025
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was €1,199, price is now €728 per person
€728
per person
1 Feb - 8 Feb
found 11 hours ago
Return direct flight included
Dublin (DUB) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)
The staff especially Marcus & Noam, the valet. I hope I spelled that correctly.
Reviewed on 20 Nov 2025
Hotel Revival Baltimore
Mount Vernon
Price was €1,160, price is now €826 per person
€826
per person
1 Feb - 8 Feb
found 21 hours ago
Return flight included
Dublin (DUB) to Baltimore (BWI)
9.4/10 Exceptional! (1,002 reviews)
It's a wonderful, beautiful location on Mt Vernon! Reasonably priced and nicely appointed with Christmas decor. Very quiet and quaint. The Dashery offers fantastic breakfast food! And the Rooftop Bar has amazing veiws of Mt Vernon both daytime and at night! The staff is extremely friendly and courteous. We had a great Thanksgiving stay!
Reviewed on 1 Dec 2025
Top hotels in Highland Beach
Historic Inns of Annapolis
58 State Circle Annapolis MD
8.8/10 Excellent! (1,905 reviews)
Location perfect
Reviewed on 23 Nov 2025
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is €121 per night from 21 Dec to 22 Dec
€121
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Love this hotel and its location. Walkable to downtown, the USNA and the football field. However I think the price per room is excessive especially on football weekends.
Reviewed on 27 Nov 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is €56 per night from 21 Dec to 22 Dec
€56
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,027 reviews)
Clean, friendly staff. Restaurant/ bar food was excellent and staff in the restaurant/ bar were fun and accommodating!
Reviewed on 26 Nov 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
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
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
€58
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
€25
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
€8
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
