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
- citizenM Washington DC Georgetown
Dec 25 - Dec 31citizenM Washington DC Georgetown + Flight
Northwest6 nights4.0 star property9.0/10 - Wonderful (206 reviews)Roundtrip • Halifax (YHZ) - Baltimore (BWI)YHZ - DCA • 1 stop DCA - YHZ • 1 stopCA $1,239CA $901found 1 day agoper traveller - Sofitel Washington DC Lafayette Square
Jan 14 - Jan 19Sofitel Washington DC Lafayette Square + Flight
Downtown Washington D.C.5 nights5.0 star property9.0/10 - Wonderful (1,295 reviews)"Nothing like any Sofitel I knew in other cities and worse than few years ago when I visited here. Bed sheaths were unclean( stain on it!) and even though I took them off, they put them back again. Will not come back here."Reviewed November 3, 2026Roundtrip • Halifax (YHZ) - Baltimore (BWI)YHZ - DCA • 1 stop IAD - YHZ • 1 stopCA $1,599CA $1,041found 17 hours agoper traveller - InterContinental Washington D.C. - The Wharf by IHG
Jan 14 - Jan 19InterContinental Washington D.C. - The Wharf by IHG + Flight
The Wharf5 nights5.0 star property9.4/10 - Exceptional (1,228 reviews)"Only gripe I had (and I repeated this to staff who initially gave the impression that this was a temporary hiccup, but I learned at checkout this is a recurring problem), was the lack of streaming service accessibility for the television. There was only live/local tv available at the property and I had planned to stream musicals and binge watch tv during my 4-night destress/getaway/staycation trip from my paid streaming apps, which I utimately had to watch on my phone and tablet. It would have..."Reviewed November 2, 2026Roundtrip • Halifax (YHZ) - Baltimore (BWI)YHZ - DCA • 1 stop IAD - YHZ • 1 stopCA $1,672CA $1,199found 17 hours agoper traveller - Eurostars Saint Gregory Dupont Circle Georgetown
Dec 27 - Jan 2Eurostars Saint Gregory Dupont Circle Georgetown + Flight
Downtown Washington D.C.6 nights4.0 star property8.6/10 - Excellent (1,001 reviews)Roundtrip • Montreal (YUL) - Baltimore (BWI)YUL - IAD • Nonstop IAD - YUL • NonstopCA $1,710CA $1,237found 22 hours agoper traveller - The Potomac Hotel, Autograph Collection
Jan 14 - Jan 19The Potomac Hotel, Autograph Collection + Flight
Southwest5 nights5.0 star property9.4/10 - Exceptional (1,060 reviews)"My husband and I stayed here on a “staycation” for our anniversary weekend. The location was excellent, our room category was great, and the bathroom was luxurious. We will absolutely stay here again!"Reviewed November 3, 2026Roundtrip • Halifax (YHZ) - Baltimore (BWI)YHZ - DCA • 1 stop IAD - YHZ • 1 stopCA $1,334CA $975found 17 hours agoper traveller
Highland Hotel Deals
"Every staff demonstrated customer service from the front desk to dinning services."
Holiday Inn Columbia East-Jessup by IHG
Holiday Inn Columbia East-Jessup by IHG
Comfort Inn Shady Grove - Gaithersburg - Rockville
Comfort Inn Shady Grove - Gaithersburg - Rockville"Very clean"
Homewood Suites by Hilton Columbia
Homewood Suites by Hilton Columbia
EVEN Hotel Rockville - Washington DC Area by IHG
EVEN Hotel Rockville - Washington DC Area by IHG
Super 8 By Wyndham Baltimore Northwest
Super 8 By Wyndham Baltimore NorthwestFrequently Asked Questions
How much does a Highland vacation package cost?
You can pick up a vacation package to this top destination from CA $901 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.