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
Top Highland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Leavenworth Local Hotel
CA $881
per person
Dec 26 - Dec 28
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
8.8/10 Excellent! (445 reviews)
Great place to stay. Staff was wonderful. Everything was better than expected. Would absolutely stay here again!
Reviewed on Oct 16, 2026
Ready to book your vacation to Highland?
Highland Hotel Deals
Peaceful Kansas Cottage w/ Wraparound Deck!
Highland KS
Homey Cottage with Sunroom & Smart TV!
Highland KS
10/10 Exceptional! (18 reviews)
great place
"We have stayed in this place several times. It is well stocked with all kinds of kitchen ware. It is clean and the place is in a nice community. The college is easy walking distance and has a nice indoor gym with an indoor one-eight-mile track."
Reviewed on Apr 23, 2026
Peaceful Kansas Cottage w/ Wraparound Deck!
Highland KS
10/10 Exceptional! (5 reviews)
"Everything about this property was perfect for us, we were traveling with 2 of our grandsons and they loved having their own rooms. It was way better then being in a hotel room for 3 nights! The hosts were excellent and accommodating! The house was super clean and it had everything we needed! It ..."
Reviewed on Aug 8, 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.
Frequently asked questions
How much does a Highland vacation package cost?
You'll find cheap prices from CA $881 on Expedia for your Highland escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Highland costs.
What are the cheapest months to go to Highland?
Travel in the off-peak season and you're likely to score cheap Highland vacation packages. Bear in mind that school vacation periods and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Highland?
Usually, a handful of days is enough to check out the major sights during your Highland vacation. But if you prefer to have some time to unwind or take day trips, consider extending your itinerary.
How to find the best Highland package deals?
Landing a cheap Highland package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Highland package deals. Want a simple trick to score 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?
You can enjoy significant savings on your Highland escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Highland?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Highland trip.
How to plan a trip to Highland?
- Choose your dates: What you want to do in Highland and your preferred season can help you decide when to travel.
- Set a budget: Consider expenses like transportation, flights and meals when working out how much to set aside for your trip to Highland. Then, choose a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
- Work out your trip length: Consider how much time you want to spend exploring Highland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Highland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
