Highland County Holidays

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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 S$129 per night from 6 Aug to 7 Aug
S$129
6 Aug - 7 Aug
includes taxes & fees
7/10 Good! (244 reviews)
"Clean and a polite staff."

Reviewed on 27 Jun, 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 S$101 per night from 19 Jul to 20 Jul
S$101
19 Jul - 20 Jul
includes taxes & fees
7.6/10 Good! (176 reviews)
"I was really pleasantly surprises. Outside looks old - but room was very very nice. Spotlessly clean, everything worked - AC, TV, etc. Friendly staff. Highly recommend."

Reviewed on 22 Jun, 2025

Paragon Inn 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 S$90 per night from 17 Jul to 18 Jul
S$90
17 Jul - 18 Jul
includes taxes & fees
6.6/10 (164 reviews)
"Staff was courteous and helpful. It's an older property with simple upgrades like new roofs, new electronic door locks. The room had a few cosmetic needs. It was clean. The bed was very comfortable. It's on a main road thru town so early in the morning and near dinner time there's traffic but it ..."

Reviewed on 23 Jun, 2025

Greystone Motel
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.