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.
The Cheshire
Price was CA $1,313, price is now CA $1,032 per person
CA $1,032
per person
Jun 10 - Jun 14
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
8.6/10 Excellent! (1,009 reviews)
The room was comfortable and we had the amenities we needed. It offered a generous breakfast every morning. Coffee and water were available at all times. The gym was clean and easily accessible. The pool was closed during our stay due to the season we traveled in. There was ample parking downstairs. The bar on site was really cute and the drinks were great. We were driving distance to a lot of things and it made it a great homebase. We would definitely stay here again.
Reviewed on Mar 29, 2026
The Wildwood Hotel
Price was CA $2,220, price is now CA $1,222 per person
CA $1,222
per person
Jun 10 - Jun 14
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to St. Louis (STL)
9.2/10 Wonderful! (1,620 reviews)
The breakfaat was average, thou fresh. There was enough street parking nearby, safe.
Reviewed on Mar 30, 2026
The Royal Sonesta Chase Park Plaza St. Louis
Central West End
Price was CA $1,580, price is now CA $1,241 per person
CA $1,241
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9/10 Wonderful! (1,005 reviews)
Beautiful hotel, enjoyed the theater. Only problem was getting receipt for my boss.
Reviewed on Mar 31, 2026
The Knight Center at Washington University
Price was CA $1,395, price is now CA $1,103 per person
CA $1,103
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9.4/10 Exceptional! (496 reviews)
Great, simple breakfast options. Clean fitness room. Terrific location steps from main campus and a short walk to town and restaurants.
Reviewed on Mar 26, 2026
Highland Hotel Deals
Seasons Inn & Suites Highland
20 Central Blvd Highland IL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Apr 19 to Apr 20
CA $130
CA $144 total
Apr 19 - Apr 20
includes taxes & fees
8/10 Very Good! (639 reviews)
Front desk staff was great, friendly and courteous. Parking was easy and close. Breakfast was the usual hotel stuff waffle maker, cereal etc.
Reviewed on Mar 30, 2026
Craftsman styled home in the heart of downtown Highland
Highland IL
10/10 Exceptional! (73 reviews)
Charming home in a fabulous location!
Reviewed on Mar 29, 2026
The Loft on the Square
Highland IL
10/10 Exceptional! (6 reviews)
Our 2nd stay at this property, and our experience was amazing once again. The host decorated for the holidays, and it made our stay even more special. All of the added touches are so well done. We will be back!
Reviewed on Dec 28, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
