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.
Forest Park Hotel by MDR

Forest Park Hotel by MDR

3 out of 5
The Hill
Price was CA $1,160, price is now CA $1,100 per person
CA $1,100
per person
Sep 10 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
7.4/10 Good! (1,626 reviews)
A urine smell, first room straight up stanked couldn’t even pass the door. Next room smelled better but oddly enough after room service or while I was gone…somehow the smell came to next room idk how to feel about that

Reviewed on Jul 17, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was CA $1,315, price is now CA $1,241 per person
CA $1,241
per person
Sep 10 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
9/10 Wonderful! (1,984 reviews)

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was CA $1,251, price is now CA $1,196 per person
CA $1,196
per person
Sep 10 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
9.4/10 Exceptional! (619 reviews)

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

Hampton Inn & Suites Clayton/St. Louis-Galleria Area

3 out of 5
Clayton
Price was CA $1,222, price is now CA $1,170 per person
CA $1,170
per person
Sep 10 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8.8/10 Excellent! (1,000 reviews)

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
Downtown St. Louis
Price was CA $1,374, price is now CA $1,320 per person
CA $1,320
per person
Sep 10 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to St. Louis (STL)
8.6/10 Excellent! (4,182 reviews)

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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 $119 per night from Jul 26 to Jul 27
CA $119
CA $132 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very good! (669 reviews)
"Room was clean and neat. Parking was really easy."

Reviewed on Jul 16, 2026

Seasons Inn & Suites Highland
Craftsman styled home in the heart of downtown Highland

Craftsman styled home in the heart of downtown Highland

Highland IL
10/10 Exceptional! (81 reviews)
"The house was perfect for the groomsmen to hang out Friday night before the beautiful wedding at the Olde Wicks Factory Venue, and to crash after the celebration Saturday night. Jennifer was great to work with at both the house and at the venue. The location is close to the venue and the boys were ..."

Reviewed on Jul 13, 2026

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Craftsman styled home in the heart of downtown Highland
The Loft on the Square

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

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The Loft on the Square
See all 118 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.
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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.
See properties

Frequently asked questions

How much does a Highland vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,100 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.