Highland Vacation Packages

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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.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.2/10 Very Good! (754 reviews)
The stay was too short

Reviewed on Jul. 2, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
9/10 Wonderful! (1,547 reviews)
Great location for our stay

Reviewed on Jul. 9, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.4/10 Very Good! (29 reviews)
Our comforter had blood stains on top. It was covered by a blanket topper but very much visible.

Reviewed on Jun. 28, 2025

Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.8/10 Excellent! (686 reviews)
The food in the restaurant was terrable. I had the meat balls and I could not eat them

Reviewed on Jun. 30, 2025

The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
9/10 Wonderful! (1,001 reviews)
Comfy beds, lovely rooms, good service, great location!!

Reviewed on Jul. 7, 2025

Ready to book your vacation to Highland?

 

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Highland Hotel Deals

Seasons Inn & Suites Highland
Seasons Inn & Suites Highland
2.5 out of 5
20 Central Blvd, Highland, IL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 15 to Jul 16
CA $139
CA $155 total
Jul 15 - Jul 16
includes taxes & fees
8/10 Very Good! (582 reviews)
"Friendly staff, spacious rooms, had a positive experience."

Reviewed on Jun. 30, 2025

Seasons Inn & Suites Highland
Craftsman styled home in the heart of downtown Highland
Craftsman styled home in the heart of downtown Highland
Highland
9.8/10 Exceptional! (55 reviews)
Wedding stay
"I rental this home for weekend of my daughter's wedding. The first night the bridesmaids and other women involved in the ceremony stayed and the second night our large family was there. The house was abaolutely perfect for both! All three floors have bedrooms, bathrooms and kitchen type area to have ..."

Reviewed on Jun. 26, 2025

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Craftsman styled home in the heart of downtown Highland
The Loft on the Square
The Loft on the Square
Highland
10/10 Exceptional! (1 review)
Great local spot
"Everything was clean and exactly like in the photos! She even left us fresh chocolate chip cookies! They had all the essentials (soaps, coffee, paper products, and even a few snack items and cold waters in the refrigerator!) We will definitely stay again!"

Reviewed on Jul. 5, 2025

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The Loft on the Square
See all 100 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 Vacations

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Frequently asked questions

How much does a Highland vacation package cost?
You can pick up a vacation package to this popular destination from CA $743 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?

  1. Choose your dates: What you want to do in Highland and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.