Highland Beach Vacations from ￥279,840
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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
The Latest Highland Beach Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
Northeast
￥279,840
per person
Nov 6 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Baltimore (BWI)
8.4/10 Very Good! (1,005 reviews)
It's always a pleasure to stay the Kellogg Hotel and Conference Center.
The staff is always a delight!
Reviewed on Sep 14, 2026
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
￥298,288
per person
Nov 6 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Baltimore (BWI)
9/10 Wonderful! (2,044 reviews)
Perfect location. Room was very reasonably priced. Free coffee (decaf, too). I'll be back 100%
Reviewed on Sep 14, 2026
Phoenix Park Hotel
Northwest
￥302,622
per person
Nov 6 - Nov 10
found 7 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Baltimore (BWI)
9.4/10 Exceptional! (2,166 reviews)
The room was clean and perfect! Janice, the housekeeper was wonderful. I will return in a heartbeat!
Reviewed on Sep 15, 2026
Find the Best Highland Beach Vacation Packages
Highland Beach Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
￥12,794
￥14,584 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,179 reviews)
"Would not stay here again"
Reviewed on Sep 16, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
￥15,468
￥22,938 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (2,000 reviews)
"We liked the history and location. A very unique property. A big fault is the TV, lack of ease to operate, too many stations off line, lack of HD."
Reviewed on Sep 15, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
￥16,968
￥19,343 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"The pool was a lot smaller than the picture showed🙁"
Reviewed on Sep 15, 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.
What to do in Highland Beach
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
￥1,558
per traveler
80% of travellers recommend
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
￥4,803
per adult
Frequently asked questions
How much does a Highland Beach vacation package cost?
You'll find cheap prices from ￥279,840 on Expedia for your Highland Beach escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Highland Beach costs.
What are the cheapest months to go to Highland Beach?
You can typically find lower prices and better availability in January, February and March. Explore our cheap Highland Beach vacation packages and you could land some excellent off-season deals.
How many days is enough for Highland Beach?
The ideal duration for your Highland Beach vacation depends on what you'd like to do. Typically, a few days to a week will give you time to visit all the leading sights and discover some hidden treasures along the way.
How to find the best Highland Beach package deals?
Use Expedia's handy filters to help you find some tempting Highland Beach package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Highland Beach package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Highland Beach vacation as a package?
You can enjoy significant savings on your next Highland Beach retreat by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Highland Beach?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Highland Beach break.
How to plan a trip to Highland Beach?
- Choose the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Highland Beach.
- Set a budget: Consider expenses like flights, transportation and food when calculating how much to save for your trip to Highland Beach. Then, select a property that matches your budget, whether that's an economical option or a lavish getaway.
- Decide your trip length: Think about how long you want to spend exploring Highland Beach. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the right Highland Beach vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
