Highland Beach Holidays from AU$2,753
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Your Highland Beach Holiday
Get ready to experience Highland Beach on your terms with a custom Highland Beach holiday package! Discovering the treasures of this interesting city is simpler with a base in a neighbourhood such as Historic District, which is good for history, among other things. If a sightseeing tour is part of the plan during your trip to Highland Beach, swing by major attractions like U.S. Naval Academy, Maryland State House and William Paca House. Stop daydreaming and start travelling. Explore the range of options on Expedia today and put your Highland Beach holiday plans into gear!
The Latest Highland Beach Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Lyle Washington D.C.
Northwest
Price was AU$4,009, price is now AU$3,133 per person
AU$3,133
per person
17 Apr - 24 Apr
found 1 day ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
9.4/10 Exceptional! (1,603 reviews)
Very nice location very quiet room was very nice stylish comfortable bed amazing. In all place was uniquely feeling like home
Reviewed on 31 Jan 2026
Global Luxury Suites at Capitol Hill
Northeast
Price was AU$3,868, price is now AU$3,236 per person
AU$3,236
per person
17 Apr - 24 Apr
found 1 day ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
8.2/10 Very Good! (682 reviews)
I didn’t see any bad reviews until after I booked and a lot of the bad reviews mentioned cleanliness and I would somewhat agree. The couch had a smell, and the countertops and tables and other areas could’ve been more clean. They needed to be wiped down even on top of the stove. Yeah I get it’s in and out experience different people been there, but there’s a way to upkeep that. The bed was soft and lumpy so it wasn’t super comfortable. The building is nice. It’s quiet. It’s in a good neighborhood. Would I book here again 50-50 I think I would first look for somewhere else that has the same concept. In terms of using your phone or a code to go in and out the building I had no issues with that at all people that issues, I assume are not tech savvy. Housekeeping needs to do a better job that would be my number one complaint. They make it look presentable, but they don’t clean it with effort
Reviewed on 24 Jan 2026
Hyatt Place Arlington/Courthouse Plaza
Court House
Price was AU$3,276, price is now AU$2,857 per person
AU$2,857
per person
17 Apr - 24 Apr
found 1 day ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
9.2/10 Wonderful! (1,004 reviews)
Friendly helpful staff. Showed me where free street parking was.
Reviewed on 28 Jan 2026
Highland Beach Holiday
Highland Beach Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Sandy Point State Park, Sandy Point Beach and Bay Ridge Beach |
Our pick of the best Highland Beach Hotel Deals
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,881 reviews)
Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!
Reviewed on 31 Jan 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 15 Feb to 16 Feb
AU$259
15 Feb - 16 Feb
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
Staff are wonderful and room was perfect. I feel relaxed the moment I walk into the Hotel lobby.
Reviewed on 27 Jan 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is AU$174 per night from 1 Mar to 2 Mar
AU$174
1 Mar - 2 Mar
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Parking was close and convenient. Easy to access.
Reviewed on 19 Jan 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.
Discover the most popular places to visit in Highland Beach
U.S. Naval Academy
4/5(3 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
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
Ashes and Apparitions of Annapolis Ghost Tour
AU$48
per adult
100% of travellers recommend
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
AU$54
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.
