Highland County Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Our pick of the best Highland County Hotel Deals

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 NZ$194 per night from 20 Feb to 21 Feb
NZ$194
20 Feb - 21 Feb
includes taxes & fees
7.2/10 Good! (285 reviews)
It’s a small town hotel. Its dated. It’s reasonably clean needing refurbishing. I wouldn’t stay there again!

Reviewed on 13 Feb 2026

Days Inn by Wyndham Hillsboro
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 NZ$139 per night from 3 Mar to 4 Mar
NZ$139
3 Mar - 4 Mar
includes taxes & fees
7.8/10 Good! (203 reviews)
Clean room helpful staff

Reviewed on 2 Feb 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 NZ$131 per night from 19 Feb to 20 Feb
NZ$131
19 Feb - 20 Feb
includes taxes & fees
Hillsboro Inn & Suites
See all 237 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.

Frequently asked questions

How much does a Highland County holiday package cost?
The most affordable Highland County holiday package is , 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 holiday 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 holiday?
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 holiday package is the easiest way to organise 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 holiday package?
Yes — that's one of the best things about an Expedia holiday 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 holiday 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 holiday 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.