Highland Beach Holidays

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Top hotels in Highland Beach

Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is HK$888 per night from 30 Sep to 1 Oct
HK$888
per night
30 Sep - 1 Oct
8.6/10 Excellent! (1,002 reviews)
"Very convenient for the nearby mall. Room was clean and spacious. Very nice restaurant next door."

Reviewed on 19 Sep 2024

Crowne Plaza Annapolis, an IHG Hotel
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is HK$1,282 per night from 6 Oct to 7 Oct
HK$1,282
per night
6 Oct - 7 Oct
8.8/10 Excellent! (1,660 reviews)
"Nice hotel. A bit of a surprise that our room was in a building blocks away."

Reviewed on 19 Sep 2024

Historic Inns of Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is HK$1,641 per night from 29 Sep to 30 Sep
HK$1,641
per night
29 Sep - 30 Sep
9.2/10 Wonderful! (1,001 reviews)
"Valet Jim H :) was awesome!! Every afternoon and evening he would be extra friendly when we were going out for dinner and when we came back for the night. Super guy!"

Reviewed on 13 Sep 2024

Graduate by Hilton Annapolis
See all 1,116 properties in Highland Beach
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

How much does a Highland Beach vacation package cost?
Tailor make your Highland Beach package from just . Pick from any combination of rental cars, flights and hotels to put together the escape you’ve been dreaming about for ages. Be sure to add on a few experiences or activities!
How do I get a cheap travel package to Highland Beach?
Browse and book everything in one place with our Highland Beach holiday packages. You’ll find bargains on flights, hotels and more that’ll keep your travel budget happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 hotel options globally to select from, there are endless opportunities to mix and match as you please.
Where should I stay in Highland Beach?
Most visitors to Highland Beach include U.S. Naval Academy and Maryland State House on their itineraries. Why not go for a hotel right near these popular attractions?
How far in advance should I book my Highland Beach holiday?
Get rewarded with the biggest variety at the cheapest prices by booking your holiday to Highland Beach early. Air carriers usually advertise flights anywhere up to 12 months in advance, so secure your spot ASAP. That said, Expedia is dedicated to giving you the best deals around, so it’s never a bad time to book your dream holiday!
What does an Expedia Highland Beach travel package include?
Expedia has all you need to book your Highland Beach trip, but how your package is structured is totally up to you. Pick from a combination of hotels, flights and rental cars. After some tours or activities to keep you on the move? Once you’ve made your booking, you can add them on too. No matter your style, there’s a package deal to suit your needs.
What should I know before booking a Highland Beach travel package?
You’ll land great savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place makes trip planning easier. So why waste your time or money? Whether you’re organising a ritzy city getaway or a budget solo adventure, have a look at our package deals today.
Can I choose my airline with a Highland Beach Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With such a big range of choice, finding the perfect carrier to get you to Highland Beach will be a snap.
If I'm not able to travel, can I cancel my Highland Beach holiday package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Highland Beach holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Popular places to visit

Image for U.S. Naval Academy

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.

U.S. Naval Academy
Image for Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Image for Sandy Point State Park

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.

Sandy Point State Park

What to do in Highland Beach

Image for Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

HK$218
Per adult
Annapolis: Crabtown Boos and Booze Haunted Pub Crawl
Image for Phantoms of Annapolis Ghost Walking Tour

Phantoms of Annapolis Ghost Walking Tour

HK$187
Per adult
Phantoms of Annapolis Ghost Walking Tour
Image for Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

HK$72
Per adult
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
See all activities in Highland Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.