Highland County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit

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

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

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 ￥14,446 per night from Aug 17 to Aug 18
￥14,446
￥15,926 total
Aug 17 - Aug 18
includes taxes & fees
7/10 Good! (254 reviews)
"There was an issue with the room when I walked into it. The lady at the desk was very accommodating and gave us another room. The room looked overall renovated. The bed was great! We slept very well. We had a pet room the carpet looked clean but stains on the carpet. The hallway doors need a little ..."

Reviewed on Aug 12, 2025

Days Inn by Wyndham Hillsboro
Greystone Motel

Greystone Motel

2.5 out of 5
8190 US Highway 50, Hillsboro, OH
Fully refundableReserve now, pay when you stay
The price is ￥9,383 per night from Aug 15 to Aug 16
￥9,383
￥10,344 total
Aug 15 - Aug 16
includes taxes & fees
6.6/10 (169 reviews)
"Nice people."

Reviewed on Jul 30, 2025

Greystone Motel
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 ￥10,547 per night from Aug 17 to Aug 18
￥10,547
￥11,629 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (181 reviews)
"Staff very friendly and gave me a room with a walk in shower I really liked that."

Reviewed on Aug 8, 2025

Paragon Inn Hillsboro
See all 231 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 vacation package cost?
The most affordable Highland County vacation 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 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.