Highland County Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

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 Modern Lofts – Arena District & Short North

Jungle House Modern Lofts – Arena District & Short North

5 out of 5
Downtown Columbus
Price was CA $1,935, price is now CA $1,508 per person
CA $1,508
per person
Jul 1 - Jul 7
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbus (CMH)
9.8/10 Exceptional! (26 reviews)
This was a very nicely decorated apartment where you'd feel at home.

Reviewed on Mar 27, 2026

Graduate by Hilton Columbus

Graduate by Hilton Columbus

4 out of 5
Downtown Columbus
Price was CA $2,274, price is now CA $1,763 per person
CA $1,763
per person
May 18 - May 24
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbus (CMH)
9.2/10 Wonderful! (1,007 reviews)
Loved it all! Everyone is so nice and the place feels safe

Reviewed on Apr 12, 2026

Jungle House Urban Lofts - Short North & Convention Center

Jungle House Urban Lofts - Short North & Convention Center

5 out of 5
Downtown Columbus
Price was CA $2,395, price is now CA $1,881 per person
CA $1,881
per person
Jul 1 - Jul 7
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbus (CMH)
9.8/10 Exceptional! (16 reviews)
Everything here was amazing! The vibes were great and the attention to detail was on point. Will be staying here again.

Reviewed on Mar 24, 2026

Jungle House Luxury Stays - Downtown Columbus & Short North

Jungle House Luxury Stays - Downtown Columbus & Short North

5 out of 5
Downtown Columbus
Price was CA $2,622, price is now CA $2,062 per person
CA $2,062
per person
Jul 1 - Jul 7
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbus (CMH)
10/10 Exceptional! (12 reviews)
Fantastic location and value! Within walking distance from downtown and OSU campus (right between), just on the edge of Victorian Village and practically across the street from Goodall park! Very clean. A little noisy at night however from busy street.

Reviewed on Apr 7, 2026

Jungle House Boutique Lofts – Downtown Columbus & Short North

Jungle House Boutique Lofts – Downtown Columbus & Short North

3.5 out of 5
Downtown Columbus
Price was CA $2,021, price is now CA $1,593 per person
CA $1,593
per person
Jul 1 - Jul 7
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Columbus (CMH)
9.8/10 Exceptional! (20 reviews)
Best place ever amazing place and great service

Reviewed on Feb 26, 2026

Highland County Hotel Deals

Paragon Inn Hillsboro

Paragon Inn Hillsboro

2 out of 5
883 W Main St Hillsboro OH
7.8/10 Good! (209 reviews)
Great friendly staff. Close to uptown Hillsboro. Clean rooms!

Reviewed on Mar 30, 2026

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Paragon Inn Hillsboro
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 $147 per night from Apr 16 to Apr 17
CA $147
CA $162 total
Apr 16 - Apr 17
includes taxes & fees
7.2/10 Good! (288 reviews)
Good room staff was very helpful. Nice place to stay!

Reviewed on Feb 20, 2026

Days Inn by Wyndham 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 Apr 13 to Apr 14
CA $99
CA $110 total
Apr 13 - Apr 14
includes taxes & fees
6.6/10 (42 reviews)
Room was clean , recently redone

Reviewed on Feb 27, 2026

Hillsboro Inn & Suites
See all 240 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 $1,508, 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.