Highland Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
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Your Highland Holiday

When a getaway to the city is calling your name, answer it with a holiday package to Highland. With all your travel arrangements under control before you go, all you need to do here is focus on making unforgettable memories. Korte Recreation Centre and Silver Lake Park are among the top attractions to tour during your trip to Highland. Whoever you're going away with and whatever the size of your budget, your dream Highland holiday is only clicks away with Expedia.

Highland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MidAmerica-St. Louis Airport (BLV)
Population
9,800
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
Copper Dock Winery, Silver Lake Park and McKendree University

Our pick of the best Highland Hotel Deals

Seasons Inn & Suites Highland
Seasons Inn & Suites Highland
2.5 out of 5
20 Central Blvd, Highland, IL
Stay at this business-friendly hotel in Highland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8/10 Very Good! (579 reviews)
"It was clean. Could not use microwave because it didn't have a glass plate to sit food on."

Reviewed on 16 Jun 2025

Seasons Inn & Suites Highland
Craftsman styled home in the heart of downtown Highland
Craftsman styled home in the heart of downtown Highland
Highland, IL
Stay at this holiday home in Highland. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Korte Recreation Center and Silver Lake Park are ...
9.8/10 Exceptional! (54 reviews)
Great Home, Great Location
"Six adults and one grandchild in town for a wedding. Loved having everybody under one roof! House was spotless on our arrival; Jennifer let us know we could check in early if we wanted to. House was well stocked and beds nice and comfy. Very convenient location, just a few minutes drive to church ..."

Reviewed on 23 May 2025

Craftsman styled home in the heart of downtown Highland
The Loft on the Square
The Loft on the Square
Highland, IL
Stay at this family-friendly apartment in Highland. Enjoy a fitness centre, laundry facilities and an in-room coffee maker. Popular attraction Silver Lake Park ...
Great place, highly recommend
"Family stay over holidays. Place was decorated and made us feel at home. Love the historical touches, would stay here again."

Reviewed on 26 Dec 2024

The Loft on the Square
See all 97 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Highland travel package cost?
Custom make your Highland travel package from as little as . Pick from any combination of flights, hotels and rental cars to create the escape you've long been dreaming about. Don't forget to add on some activities and experiences!
If I'm not able to travel, can I cancel my Highland travel package?
Plans can change without warning, so yes, you can. You may be able to amend or cancel your Highland travel package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may impose a charge. Want more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Highland?
Bundle your flight and hotel bookings, throw in extras such as activities, and save with a Highland travel package. You won't just score impressive discounts on your trip --- you'll have lots of choice too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 hotels globally. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Highland holidays?
Expedia has joined forces with online lender Klarna to make your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you want to jump on an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Highland?
With lots to discover in Highland, it'd be convenient for you to book a room in a hotel near its attractions. Silver Lake Park, Korte Recreation Centre and HSHS St Josephs Hospital are some popular ones to put on your itinerary.
What are the top hotels in Highland?
If this will be your first visit to Highland, secure a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both offer friendly service and are favourites among many savvy travellers.
How far in advance should I book my Highland holiday?
While prices change frequently, we generally recommend reserving your seat as early as possible. Most international fares are found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still get lucky. Low prices to Highland occasionally appear only weeks before departure.
What does an Expedia Highland travel package include?
Flights, hotels and a cool car for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings grow. When it comes to planning your Highland getaway, you're the one in control!
What should I know before booking a Highland travel package?
An Expedia travel package can be tailored to your budget and is a great way to make your money go further. What you include is totally up to you. Hotels, rental cars and flights --- decide on a combination that works with your plans.
Can I choose my airline with a Highland Expedia travel package?
With a travel package, you're in charge. Whether you want to fly to Highland in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.