Highland Holidays

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Top hotels in Highland

Royalton Inn and Suites Wilmington

Royalton Inn and Suites Wilmington

2 out of 5
201 Carrie Dr Wilmington OH
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 12 Jul to 13 Jul
S$142
12 Jul - 13 Jul
includes taxes & fees
7.2/10 Good! (420 reviews)
"The room was clean and nice. Exterior side door not secure. Hallways were weren't air conditioned and public areas not very clean. Staff does not speak English very well. Hard to communicate."

Reviewed on 2 Jul, 2026

Royalton Inn and Suites Wilmington
Holiday Inn Wilmington by IHG

Holiday Inn Wilmington by IHG

3 out of 5
123 Gano Rd Wilmington OH
Fully refundable
The price is S$184 per night from 26 Jul to 27 Jul
S$184
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (680 reviews)
"Very nice facility."

Reviewed on 30 Jun, 2026

Holiday Inn Wilmington by IHG
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$118 per night from 20 Jul to 21 Jul
S$118
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (225 reviews)
"Good place to sleep while passing through. Several miles off the interstate. No staff were available at checkout."

Reviewed on 19 Jun, 2026

Paragon Inn Hillsboro
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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Highland costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Highland?
If you'd like to book a cheap Highland holiday package, consider visiting in January, February and March. You'll generally find better rates on hotels and airfares during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Highland?
The ideal duration of your Highland holiday depends on what you'd like to see. Typically, a few days to a week will give you time to go to all the main sights and discover some hidden spots along the way.
How to find the best Highland package deals?
Start your search for a Highland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Highland package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Highland getaway off to a flying start.
Is it cheaper to book a Highland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation separately. Better still, you can personalise your Highland getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Highland?
Land amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Highland adventure.
How to plan a trip to Highland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Highland.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Highland. Then, pick a property that suits your budget, whether that's an economical option or a high-end retreat.
  3. Decide how long to go away for: Now that you're up to speed on Highland, you can work out the perfect length of your holiday. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Highland holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* 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.