Highland Vacations from $279
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Your Highland Vacation
Book a customized Highland vacation package that includes everything you need and no unnecessary extras. Great for nature, hiking and cycling, consider basing yourself in the neighborhood of Redland. During your trip to Highland, take all the time you need for sightseeing. A great place to start is African Art Museum of Maryland. Stop daydreaming and start traveling. Explore the wide range of options on Expedia today and finally put your Highland vacation plans into motion!
The Latest Highland vacation packages
Price found within the past 48 hours. Click for updated prices.
The LINE Hotel DC
Northwest
$416
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,003 reviews)
Be aware that valet parking is twice as advertised Taxes and fees are more than parking itself.
Reviewed on Aug 9, 2026
Highland Hotel Deals
Washington Plaza Hotel
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
$109 nightly
$126 total
Aug 10 - Aug 11
Total with taxes and fees
Arlo Washington DC
333 G St NW Washington DC
Fully refundableReserve now, pay when you stay
$161 nightly
$186 total
Aug 28 - Aug 29
Total with taxes and fees
9.4/10 Exceptional! (1,873 reviews)
"I love the location and the staff were amazing! Shout out the managers and front desk staff! The restaurant is also very good!"
Reviewed on Aug 8, 2026
Club Quarters Hotel in Washington DC
839 17th St NW Washington DC
Fully refundableReserve now, pay when you stay
$104 nightly
$121 total
Aug 30 - Aug 31
Total with taxes and fees
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 Vacation Packages
Highland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Ronald Reagan Washington National Airport (DCA) |
Population | 1,050 |
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Frequently asked questions
How much does a Highland vacation package cost?
You'll find cheap prices from $279 on Expedia for your Highland escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Highland costs.
What are the cheapest months to go to Highland?
If you're looking to book a cheap Highland vacation package, consider traveling in January, September and December. You'll generally find better prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Highland?
With a well-organized travel plan, you can easily hit the main Highland attractions in a handful of days. But if you want to discover hidden gems or take day trips, consider booking your Highland vacation for longer.
How to find the best Highland package deals?
Landing a cheap Highland package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Highland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Highland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalize your Highland trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Highland?
If you're planning an impromptu Highland trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Highland vacation packages?
Secure your perfect escape to Highland with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
