Highland Holidays from £1,059

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Your Highland Holiday

When a getaway to the city is calling your name, answer it with a holiday 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 Centre 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 holiday is only clicks away with Expedia.

Top Highland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was £1,300, price is now £1,059 per person
£1,059
per person
21 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to St. Louis (STL)
9.2/10 Wonderful! (1,639 reviews)
Loved having a parking garage available. Having a dog area was great. Nice location with a movie theater right across the street. Hotel in a very safe area. Pressure on shower was excellent. Breakfast choices were very good. Refrigerator with a freezer was a tremendous amenity. Wonderful hotel except decor was tired. Also, the tranquilly of our room of three days was compromised by having the pool room directly below our room. Better design should have been done since hotel is charging full price for a room with a constant loud droning noise below it. Hotel should know this. Our family would stay here again BUT not in room 1119.

Reviewed on 12 May 2026

Osceola

Osceola

2 out of 5
Mount Pleasant
Price was £2,555, price is now £2,268 per person
£2,268
per person
21 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to St. Louis (STL)
No reviews
Hilton Pennywell St. Louis at the Arch

Hilton Pennywell St. Louis at the Arch

4 out of 5
Downtown St. Louis
Price was £1,412, price is now £1,257 per person
£1,257
per person
21 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to St. Louis (STL)
8.8/10 Excellent! (1,036 reviews)
Very friendly and professional and helpful staff especially the front desk

Reviewed on 12 May 2026

The Cheshire

The Cheshire

4 out of 5
Price was £1,247, price is now £1,115 per person
£1,115
per person
21 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
Fun, quirky hotel. Great free breakfast.

Reviewed on 12 May 2026

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was £1,271, price is now £1,138 per person
£1,138
per person
21 Jun - 25 Jun
found 1 day ago
Return flight included
London (LON) to St. Louis (STL)
9.4/10 Exceptional! (534 reviews)
Love the Knight center. Always clean, quiet and great place to stay if want to be close to WashU.

Reviewed on 10 May 2026

Highland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MidAmerica-St. Louis Airport (BLV)
Population
9,800
Max Temp Winter
4ºC
Max Temp Summer
27ºC
Top Sights
Copper Dock Winery, Silver Lake Park and McKendree University

Top hotels in Highland

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 £81 per night from 18 May to 19 May
£81
18 May - 19 May
includes taxes & fees
8/10 Very Good! (655 reviews)
Upon arrival at 6:45 PM, was given key to a room that was never cleaned, still had trash & bedding not changed/made. Since it was only "suite" left, were given option to wait in regular 2 queen room while they cleaned the suite. They offered to take $20 off a non suite room, but that made no ...

Reviewed on 7 May 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! (76 reviews)
The house was perfect for our large family. We had 14 people and everyone had a comfortable room to sleep in. Jennifer is a super responsive host!

Reviewed on 8 May 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! (7 reviews)
Great loft right on the square in Highland!

Reviewed on 12 Apr 2026

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The Loft on the Square
See all 115 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.