Highland Holidays

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    Better together
    Save up to S$134 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

Top hotels in Highland

Homey Cottage With Sunroom & Smart TV!
Homey Cottage With Sunroom & Smart TV!
3 out of 5
Highland
"Felt safe for a lone traveler and grear communication. Very comfy place.. highly recommend!"

Reviewed on 6 Oct, 2024

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Homey Cottage With Sunroom & Smart TV!
Peaceful Kansas Cottage w/ Wraparound Deck!
Peaceful Kansas Cottage w/ Wraparound Deck!
3 out of 5
Highland
AMAZING!!! Wondeful place and an amazing value.
"This was an amazing place. Very well kept and beautiful. Absolutely wonderful to stay there and the communications was 5/5 stars. Such a welcoming owner. Great porch. Very quiet. LOVELY!!!"

Reviewed on 24 Oct, 2024

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Peaceful Kansas Cottage w/ Wraparound Deck!
Holiday Inn Express Hotel & Suites St. Joseph by IHG
Holiday Inn Express Hotel & Suites St. Joseph by IHG
2.5 out of 5
3600 N. Village Dr., St. Joseph, MO
Fully refundable
The price is S$175 per night from 22 Jun to 23 Jun
S$175
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (725 reviews)
"Clean room and friendly staff!"

Reviewed on 28 May, 2025

Holiday Inn Express Hotel & Suites St. Joseph by IHG
See all 89 properties in Highland
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?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Highland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Highland?
To pick up cheap Highland holiday packages, plan your trip outside of peak periods such as public holidays. You’ll typically find better availability and lower prices for flights and hotels.
How many days is enough for Highland?
Generally, a handful of days is enough to go to the major attractions during your Highland holiday. However, if you’d like to have time to rest or go on day tours, think about extending your itinerary.
How to find the best Highland package deals?
Use Expedia’s filters to help you find some fabulous Highland package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your escape for midweek, or browse for Highland package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it’s typically best to book your holiday package well in advance.
Is it cheaper to book a Highland holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights individually. Better still, you can customise your Highland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Highland?
If you’re considering a spur-of-the-moment Highland adventure, check out our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Highland?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to holiday in Highland.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your hotel will likely be the largest expense during your trip to Highland.
  3. Decide how long to go away for: Now that you’re more familiar with Highland, you can figure out the right length of your holiday. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: Once you’ve settled on your travel dates and duration, book the perfect Highland holiday package for you.

* 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.