Highland County 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 County Vacation

Reserve a vacation package to Highland County and make travel planning a breeze. With all the details organized before you leave, you can focus on enjoying every second in this amazing destination. A trip to Highland County offers so much to see and do. Not sure where to kick off your itinerary? Hillsboro is a leading place to stay here. Expedia has flights, hotels, car rentals and more to help you organize your own customized Highland County vacation today.

Top Highland County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Jungle House Boutique Lofts – Downtown Columbus & Short North

Jungle House Boutique Lofts – Downtown Columbus & Short North

5 out of 5
Downtown Columbus
Price was CA $1,405, price is now CA $1,076 per person
CA $1,076
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Columbus (CMH)
9.8/10 Exceptional! (25 reviews)
Parking on street was tough. Otherwise delightful experience.

Reviewed on May 7, 2026

Jungle House Premier Residences – Downtown Columbus & Short North

Jungle House Premier Residences – Downtown Columbus & Short North

5 out of 5
Italian Village
Price was CA $1,771, price is now CA $1,307 per person
CA $1,307
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Columbus (CMH)
10/10 Exceptional! (9 reviews)
I LOVES THIS SPACE! Great for families or just a relaxing getaway alone. Very modern, inviting and top tier cleanliness. Would highly recommend

Reviewed on May 25, 2026

Jungle House Boutique Residences – Downtown Columbus & Short North

Jungle House Boutique Residences – Downtown Columbus & Short North

5 out of 5
Downtown Columbus
Price was CA $1,887, price is now CA $1,393 per person
CA $1,393
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Columbus (CMH)
10/10 Exceptional! (11 reviews)
The property was spacious ,clean and very well appointed. The beds and pillows were very comfortable. I will be staying there again.

Reviewed on May 26, 2026

Jungle House Modern Lofts – Arena District & Short North

Jungle House Modern Lofts – Arena District & Short North

5 out of 5
Downtown Columbus
Price was CA $1,594, price is now CA $1,188 per person
CA $1,188
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Columbus (CMH)
9.6/10 Exceptional! (29 reviews)
Super clean, well decorated, has conveniences that are thoughtful in every Jungle House location, nice fluffy towels. This property was pretty run down, but compared to other places we've stayed in the area, it is really nice to have the amenities. Great location.

Reviewed on May 19, 2026

Jungle House Designer Residences – Downtown Columbus

Jungle House Designer Residences – Downtown Columbus

5 out of 5
Italian Village
Price was CA $1,653, price is now CA $1,238 per person
CA $1,238
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Columbus (CMH)
10/10 Exceptional! (11 reviews)
I really enjoyed my stay—everything about the property was clean, comfortable, and well-maintained. The only issue was that the TV in the basement did not work at all. I notified the property owner, but unfortunately nothing was done to resolve it during my stay

Reviewed on Mar 26, 2026

Highland County Hotel Deals

Paragon Inn Hillsboro

Paragon Inn Hillsboro

2 out of 5
883 W Main St Hillsboro OH
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from May 29 to May 30
CA $106
CA $117 total
May 29 - May 30
includes taxes & fees
7.8/10 Good! (217 reviews)
"Dirty room. Ants everywhere. Stained sheets. Smelled like smoke."

Reviewed on May 25, 2026

Paragon Inn Hillsboro
Hillsboro Inn & Suites

Hillsboro Inn & Suites

2 out of 5
838 West Main Street Hillsboro OH
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from May 29 to May 30
CA $99
CA $109 total
May 29 - May 30
includes taxes & fees
6.8/10 (47 reviews)
"."

Reviewed on May 26, 2026

Hillsboro Inn & Suites
Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro

2.5 out of 5
103 Harry Sauner Rd Hillsboro OH
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jun 4 to Jun 5
CA $133
CA $147 total
Jun 4 - Jun 5
includes taxes & fees
7.2/10 Good! (294 reviews)
"Air conditioning,!shower &!sink drains were working well. Thank you."

Reviewed on May 22, 2026

Days Inn by Wyndham Hillsboro
See all 246 properties in Highland County
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Highland County vacation package cost?
The most affordable Highland County vacation package is CA $1,076, so the trip of your dreams can become a reality — without spending a fortune. Combine flights, hotels and car rentals to tailor a package that fits you.
How do I get a cheap travel package to Highland County?
Book everything in one place with our Highland County vacation packages. You'll find deals on hotels, flights and more that'll keep your pocket happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels worldwide to choose from, you'll have the flexibility to mix and match your own way.
What are the top hotels in Highland County?
For hotels in Hillsboro with comfy beds and friendly service, look up Days Inn by Wyndham Hillsboro and Greystone Motel. If you're visiting Leesburg as well, you can look forward to a solid night's sleep at Paragon Inn Hillsboro or Cedar Hill Motel.
How far in advance should I book my Highland County vacation?
To score discount prices, book nice and early. Airlines usually release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Highland County, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Highland County travel package include?
That's up to you. You can choose from a variety of Highland County packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your Highland County getaway looks like, get ready to save!
What should I know before booking a Highland County travel package?
Bundling your bookings into a Highland County vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Highland County Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have access to more than 550 airline partners throughout the world, so you have lots of choice when planning your Highland County escape.
If I'm not able to travel, can I cancel my Highland County vacation package?
Yes, you can. We get that things don't always go to plan, so we're happy to help if you need to make changes to your Highland County vacation package. It may be possible to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.