Highland Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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!

Top Highland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,100, price is now CA $777 per person
CA $777
per person
Jan 7 - Jan 12
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.4/10 Very good! (1,002 reviews)
I have stayed here before and it was good. This time, we had an issue with the blinds/curtains. They are on a motor and we, and the maintenance staff, could not get the blinds down. Our room faced the parking garage so the lights were brightly shining through the window. That made for a sleepless night. The maintenance guy reset the power and still couldnt get it to work. This was around 1 am and we just wanted to sleep. The Sheraton could do better.

Reviewed on Oct 26, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,596, price is now CA $1,178 per person
CA $1,178
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
NA

Reviewed on Oct 27, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was CA $2,126, price is now CA $1,582 per person
CA $1,582
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,229 reviews)

Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Price was CA $1,169, price is now CA $898 per person
CA $898
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
8.2/10 Very good! (1,007 reviews)
Horrible experience. We reserved through expedia, got charged different rates and were

Reviewed on Oct 28, 2026

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Price was CA $1,629, price is now CA $1,254 per person
CA $1,254
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)
I appreciate the staff working with me! They went above and beyond to make sure, we got all that was needed.

Reviewed on Oct 27, 2026

Ready to book your vacation to Highland?

 

Choose your dates

Highland Hotel Deals

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Nov 22 to Nov 23
CA $125
CA $145 total
Nov 22 - Nov 23
includes taxes & fees
Washington Plaza Hotel
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Nov 20 to Nov 21
CA $167
CA $194 total
Nov 20 - Nov 21
includes taxes & fees
8.8/10 Excellent! (3,364 reviews)
"Great location, clean and cozy rooms, and friendly staff. The hotel restaurant serves delicious food."

Reviewed on Oct 28, 2026

Glover Park Hotel Georgetown
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Nov 8 to Nov 9
CA $103
CA $117 total
Nov 8 - Nov 9
includes taxes & fees
8.2/10 Very good! (4,732 reviews)
"Loved the place! Great stay just for a quick spot to lay your head. Clean, nice staff, breakfast in the AM, accessible parking, no issues."

Reviewed on Oct 28, 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
See all 4,232 properties in Highland
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Highland vacation package cost?
You can pick up a vacation package to this top destination from CA $777 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?

  1. Choose your dates: The things you want to do in Highland and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.