Highland Holidays

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Your Highland Holiday

Put together a custom holiday package to Highland and get ready for your next great adventure. Consider staying in the neighbourhood of East Side, which is good for nature and walking, for a true taste of this interesting city. If sightseeing is on the agenda during your trip to Highland, check out major attractions like Hard Rock Casino Northern Indiana, Purdue University Northwest and Hammond Sportsplex & Community Centre. A few quick clicks is all it takes to build a customised Highland holiday on Expedia.

The Annual Holiday Sale

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Highland Holiday

Highland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
22,900
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Lake Street Beach, Mascot Hall Of Fame and Whihala Beach

Our pick of the best Highland Hotel Deals

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 29 Mar to 30 Mar
AU$163
29 Mar - 30 Mar
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
Great shuttle driver. Didn't use gym.

Reviewed on 2 Mar 2026

DoubleTree by Hilton Chicago - Alsip
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 16 Mar to 17 Mar
AU$186
16 Mar - 17 Mar
includes taxes & fees
8.4/10 Very Good! (1,236 reviews)
We love this location and stay here whenever we’re in town.

Reviewed on 5 Mar 2026

Hilton Chicago/Oak Lawn
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 10 Mar to 11 Mar
AU$242
10 Mar - 11 Mar
includes taxes & fees
9.4/10 Exceptional! (277 reviews)
Very clean inside and out.

Reviewed on 7 Mar 2026

Wind Creek Southland Casino and Hotel
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.