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.
Jungle House Urban Lofts - Short North & Convention Center
Downtown Columbus
CA $2,855
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Columbus (CMH)
9.8/10 Exceptional! (32 reviews)
The property was absolutely amazing, it exceeded all my expectations. It was very clean, close to many restaurants and activities. Check in was smooth, and the staff checked in on us and made me feel comfortable about contacting them if needed. There was a problem with the garbage disposal after 11pm, the young lady was polite and handled everything effortlessly, they had maintenance out the next morning to fix it. She even went as far to ask what time was convenient for us I would definitely rebook this property.
Reviewed on Aug 18, 2026
Jungle House Premier Residences – Downtown Columbus & Short North
Italian Village
CA $2,963
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Columbus (CMH)
10/10 Exceptional! (15 reviews)
I came from Florida to Ohio for a short visit booking with jungle house was the best choice I made I mean the pictures and reviews truly doesn’t do it justice it’s a must stay my host was very much in touch made sure I had everything I needed the house set up is extremely nice you have everything you need quiet area you can even exercise the walks are truly amazing well worth the price I will definitely book with them again in the future
Reviewed on Aug 23, 2026
Ready to book your vacation to Highland?
Highland Hotel Deals
Holiday Inn Wilmington by IHG
123 Gano Rd Wilmington OH
Fully refundable
CA $165
CA $194 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (689 reviews)
"Nice clean hotel… Beautiful lobby…"
Reviewed on Aug 25, 2026
Fairfield Inn & Suites Jeffersonville I-71
11349 Allen Road NW Jeffersonville OH
Fully refundableReserve now, pay when you stay
CA $199
CA $225 total
Sep 13 - Sep 14
includes taxes & fees
General Denver Hotel
81 W Main St Wilmington OH
Fully refundableReserve now, pay when you stay
CA $196
CA $222 total
Sep 29 - Sep 30
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?
Offering excellent value package deals from CA $2,275 on Expedia, you'll be pleasantly surprised at how much a vacation to Highland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Highland?
If you're looking to book a cheap Highland vacation package, consider planning a trip in January, February and March. You'll generally find better rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Highland?
Typically, a handful of days is enough to tick off the top attractions during your Highland vacation. But if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Highland package deals?
Bagging a cheap Highland package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can fine-tune 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 get the biggest savings? Be flexible with your departure dates and consider travelling 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 tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great 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?
If you're considering a spontaneous Highland getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Highland?
- Pick your dates: What you want to do in Highland and your favourite season will help you decide when to travel.
- Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Highland.
- Decide how long to go away for: Now that you know more about Highland, you can figure out the right length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights 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.
