Highland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Highland Vacation
When a getaway to the city is calling your name, answer it with a vacation 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 Center 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 vacation is only clicks away with Expedia.
Top Highland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
CA $1,395
per person
Nov 25 - Dec 2
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
9.2/10 Wonderful! (1,657 reviews)
Very nice hotel. Only concern is the single elevator, since the front desk is on a different level than the bulk of the rooms. Makes for congestion in the morning when housecleaning staff are using it.
Reviewed on Sep 23, 2026
Moonrise Hotel
Delmar Loop
CA $1,672
per person
Nov 25 - Dec 2
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
9/10 Wonderful! (2,016 reviews)
I have stayed many times at the moonrise and have never had a bad experience. Easy free parking, walkable to concert venues, food, outdoor activities. Safe part of town and the rooftop bar is always fun to hang out in
Reviewed on Sep 23, 2026
Marriott St. Louis Airport
Edmundson
CA $1,554
per person
Nov 25 - Dec 2
found 2 days ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8/10 Very good! (1,000 reviews)
On the first stay everything was great. On the second stay the room was about 95 degrees and took it 3 hours to cool off. Tried to contact desk and no answer twice. So fell asleep after 3am due to the heat. Was miserable
Reviewed on Sep 22, 2026
Ready to book your vacation to Highland?
Highland Hotel Deals
Seasons Inn & Suites Highland
20 Central Blvd Highland IL
Fully refundableReserve now, pay when you stay
CA $126
CA $140 total
Oct 18 - Oct 19
includes taxes & fees
8/10 Very good! (688 reviews)
"Front desk was very helpful and friendly. Reasonably priced and clean."
Reviewed on Sep 23, 2026
Craftsman styled home in the heart of downtown Highland
Highland IL
10/10 Exceptional! (88 reviews)
"Great location to wedding venue. The unit was great for the wedding party!"
Reviewed on Sep 23, 2026
The Loft on the Square
Highland IL
10/10 Exceptional! (9 reviews)
"Host was very responsive. We had an issue when our daughter got sick and the host was very helpful."
Reviewed on Jun 20, 2026
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.
Stay near popular Highland attractions
Silver Lake Park
8.8/10 (5 reviews)
Explore the great outdoors at Silver Lake Park, a lovely green space in Highland. Stroll along the lakeside or experience the area's festivals.
Korte Recreation Center
6.0/10 (1 review)
Catch an event at Korte Recreation Center during your trip to Highland. Stroll along the lakeside or experience the area's festivals.
Frequently asked questions
How much does a Highland vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,365 on Expedia. But how much your vacation to Highland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Highland?
January, February and September are the best times to search for cheap Highland vacation packages. Choosing to travel in less busy months means you can usually find lower prices on flights and hotels.
How many days is enough for Highland?
Typically, a handful of days is enough to see the main attractions during your Highland vacation. But if you'd like to have some time to chill out or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Highland?
Highland is a good vacation destination with attractions like Silver Lake Park among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Highland vacation promises fun for everyone.
How to find the best Highland package deals?
Use Expedia's handy filters to find some unbeatable Highland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Highland package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Highland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can tailor your Highland trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Highland?
If you're considering an impromptu Highland getaway, browse 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 score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Highland?
- Choose your dates: What you want to do in Highland and your preferred season will help you decide when to travel.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to Highland.
- Decide how many days away: Start by making a list of all the activities and sights you'd like to experience in Highland. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the perfect Highland vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
