Highland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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!
Top Highland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
CA $1,189
per person
Oct 18 - Oct 23
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (2,041 reviews)
I had amazing stay the room was clean. The hotel was clean and I love that room service clean my room every day and gave me new towels and washcloths.
Reviewed on Sep 6, 2026
Sheraton Baltimore North Hotel
CA $1,162
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Baltimore (BWI)
8.4/10 Very good! (1,007 reviews)
AC didn’t work really well, even after the maintenance crew looked at it. The tub kept dripping, even though after the maintenance crew looked at it and the free parking still had to pay to get out and the free breakfast still got charged to our rooms.
Reviewed on Sep 6, 2026
Ready to book your vacation to Highland?
Highland Hotel Deals
Washington Plaza Hotel
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
CA $151
CA $175 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (5,443 reviews)
"No complaints. Great location"
Reviewed on Sep 6, 2026
Hilton Washington DC Capitol Hill
525 New Jersey Ave Nw Washington DC
CA $260
CA $301 total
Sep 27 - Sep 28
includes taxes & fees
Omni Shoreham Hotel Washington DC
2500 Calvert St Nw Washington DC
Fully refundableReserve now, pay when you stay
CA $204
CA $284 total
Sep 7 - Sep 8
includes taxes & 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.
Frequently asked questions
How much does a Highland vacation package cost?
You can pick up a vacation package to this top destination from CA $1,074 on Expedia. However, how much your vacation to Highland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Highland?
January, February and April are the best times to search for cheap Highland vacation packages. Travelling in less busy months means you can usually find better prices on accommodations and flights.
How many days is enough for Highland?
Generally, a handful of days is enough to go to the top attractions during your Highland vacation. But if you want to have some time to relax or take day tours, think about extending your trip.
How to find the best Highland package deals?
Bagging a cheap Highland package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Highland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Highland vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can customize your Highland escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Highland?
If you've got your Highland vacation dates finalized, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Highland?
- Choose your dates: The things you want to do in Highland and your favourite season can help you decide when to go.
- Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to put aside for your trip to Highland. Then, pick a property that suits your budget, whether that's an economical option or a swankier retreat.
- Set the duration of your trip: Start by listing all the attractions you'd like to experience in Highland. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Highland vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
