Highland County Holidays

Book a Hotel + Flight or Car together to unlock savings

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Top hotels in Highland County

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 2.574.735 ₫ per night from 23 Oct to 24 Oct
2.574.735 ₫
2.838.646 ₫ total
23 Oct - 24 Oct
includes taxes & fees
7/10 Good! (268 reviews)
"Ok good breakfast"

Reviewed on 6 Oct 2025

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 2.043.194 ₫ per night from 21 Oct to 22 Oct
2.043.194 ₫
2.252.622 ₫ total
21 Oct - 22 Oct
includes taxes & fees
7.6/10 Good! (188 reviews)
"Staff very friendly and gave me a room with a walk in shower I really liked that."

Reviewed on 8 Aug 2025

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 1.891.475 ₫ per night from 30 Oct to 31 Oct
1.891.475 ₫
2.085.337 ₫ total
30 Oct - 31 Oct
includes taxes & fees
6.2/10 (37 reviews)
"Very nice room for the price"

Reviewed on 16 Sept 2025

Hillsboro Inn & Suites
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 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 1null000null000 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.