Highland Beach Vacations from $332
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Your Highland Beach Vacation
Planning your next adventure is a walk in the park with a Highland Beach vacation package. The neighborhood of Historic District, which is good for history, makes a terrific base to discover the delights of this unique city. Fill up your itinerary with tours of U.S. Naval Academy, Maryland State House and William Paca House, some of the top attractions you really should see during your trip to Highland Beach. Whatever your travel plans or budget, putting together a tailored Highland Beach vacation is a piece of cake with Expedia.
The Latest Highland Beach vacation packages
Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Save 100% on your flight
Price was $1,047, price is now $540 per person
$540
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,084 reviews)
We loved our stay at the Sofitel. Very clean and very conveniently located. The staff was very welcoming and absolutely nice. We were at first given a junior suite on the 12th floor. The heating unit was too loud and unbearable, they immediately sent someone to inspect it and - given that there was no working around it - they moved us to another suite and - without asking - they included next morning complimentary breakfast at their wonderful Opaline Restaurant.
Yes 5 stars!
Reviewed on Dec 12, 2025
Lyle Washington D.C.
Northwest
Save 100% on your flight
Price was $850, price is now $474 per person
$474
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,603 reviews)
The room was well-appointed with some thoughtful touches that made a longer stay more comfortable. The gym was better than an average hotel gym. The location is convenient to Dupont Circle, and I'd definitely stay again.
Reviewed on Dec 10, 2025
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Save 100% on your flight
Price was $637, price is now $365 per person
$365
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)
Exceptionally friendly and accommodating staff.
Reviewed on Dec 10, 2025
The Watergate Hotel
Northwest
Save 100% on your flight
Price was $895, price is now $522 per person
$522
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,059 reviews)
As always, the staff at the Watergate is warm and welcoming. The rooms are immaculate and the food is amazing.
Reviewed on Dec 2, 2025
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See all available trips from Columbus to Highland Beach
View all tripsDiscover 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.
Chesapeake Bay Bridge
4/5(270 reviews)
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
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.
What to do in Highland Beach
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
$67
per adult
74% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
$30
per adult
Ashes and Apparitions of Annapolis Ghost Tour
$29
per adult
100% of travellers recommend
Highland Beach Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $187 total per night from Dec 21 to Dec 22
$187 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,898 reviews)
Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking.
Reviewed on Dec 11, 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Dec 28 to Dec 29
$87 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
Great
Reviewed on Dec 9, 2025
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $203 total per night from Dec 21 to Dec 22
$203 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (881 reviews)
Fantastic hotel and they upgraded us to a room with a stunning view!
Reviewed on Dec 8, 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.
Find the Best Highland Beach Vacation Packages
Highland Beach Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Top Sights | Sandy Point State Park, Sandy Point Beach and Bay Ridge Beach |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
