Name: The Loft on the Square
Rating: 10

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.

Crowne Plaza St. Louis Airport by IHG

CA $1,153

per person

Jul 20 - Jul 24

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

8/10 Very Good! (1,005 reviews)

Super loud inside and in the room. You can always hear the pool crowd. Also our room clearly had water damage in the bathroom and has just been patched up.

Reviewed on May 31, 2026

21C Museum Hotel St Louis

Downtown West

CA $1,429

per person

Jul 20 - Jul 24

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

9/10 Wonderful! (1,840 reviews)

Very nice classic clean hotel

Reviewed on May 28, 2026

Residence Inn by Marriott St Louis Downtown

Midtown

CA $1,217

per person

Jul 20 - Jul 24

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

7.8/10 Good! (1,000 reviews)

Suite was well stocked with utensils etc. The room was clean. Staff was nice. Pool was small and our bathroom door in our room didn’t latch, which was tough with 2 toddlers waddling about.

Reviewed on May 20, 2026

Ameristar Casino Resort and Spa

CA $1,329

per person

Jul 20 - Jul 24

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

8.6/10 Excellent! (1,000 reviews)

I would have like to know that the indoor pool closes at 6pm. The pool was part of the reason stayed. When called previously the staff told us later hours.

Reviewed on May 28, 2026

DoubleTree by Hilton Hotel St. Louis - Chesterfield

CA $1,235

per person

Jul 20 - Jul 24

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Louis (STL)

8.6/10 Excellent! (1,002 reviews)

Stayed at this hotel for the weekend. Very nice hotel. Check in was easy. Stayed in king size bed room, with couch sofa. It was nice, didn’t use the sofa, but the room size was good for 2 ppl. Maybe it would be alittle crowded with more. Their beds are really comfortable. And showers have great pressure. The toilet acted up on our second day, but smone came out and took care of it right away. The only con I’d give is for their buffet breakfast they offer 3 different kinds of bacon products. It would be nice to have smthing kosher. The only protein available were eggs and the rest sm type of pork protein. So the buffet breakfast was limited for us. Other then that great hotel to stay in!

Reviewed on May 23, 2026

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Highland Hotel Deals

Seasons Inn & Suites Highland

20 Central Blvd Highland IL

Fully refundableReserve now, pay when you stay

CA $151

CA $168 total

Jun 3 - Jun 4

includes taxes & fees

Craftsman styled home in the heart of downtown Highland

Highland IL

10/10 Exceptional! (77 reviews)

"Clean and a charming convenient place for our whole family! Thank you. Host very responsive."

Reviewed on May 25, 2026

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The Loft on the Square

Highland IL

10/10 Exceptional! (7 reviews)

"Great loft right on the square in Highland!"

Reviewed on Apr 12, 2026

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See all 114 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.