Highland Holidays from AU$573
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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 Latest Highland Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Motel Edgebrook Chicago North Shore by OYO
Forest Glen
Price was AU$702, price is now AU$573 per person
AU$573
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
6.6/10 (420 reviews)
it’s pretty nice to stay , i will still recommend more people trust me
Reviewed on 28 Mar 2026
Holiday Inn Express & Suites Prospect Heights by IHG
Price was AU$760, price is now AU$616 per person
AU$616
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (956 reviews)
Our stay was great but you probably want to request a room on the side away from the main road which sounded like it was probably noisy early for that side of the building.
Reviewed on 14 Apr 2026
DoubleTree by Hilton Chicago Schaumburg
Price was AU$734, price is now AU$597 per person
AU$597
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
7.2/10 Good! (1,000 reviews)
The kitchen is closed on weekends but there was no mention of that when I booked. The bed was hard and looked like it has not been rotated as it was sunken in. The fan for the A/C did not work and there was no microwave in the room which I would expect for this area.
Reviewed on 29 Mar 2026
Holiday Inn Express Chicago NW - Arlington Heights by IHG
Price was AU$791, price is now AU$647 per person
AU$647
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (1,010 reviews)
Breakfast was great and fresh. Parking area was nice and safe too
Reviewed on 14 Apr 2026
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
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 11 May to 12 May
AU$199
11 May - 12 May
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
The swimming pool was not working. The room was very far to walk. I asked for a senior accommodation. The property was Mail maintained, but they seem like they overcharged me because my hotel stay together was only supposed to be 357 and I see they didn’t added another $78 so and it was it was $100 ...
Reviewed on 20 Apr 2026
Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 3 May to 4 May
AU$202
3 May - 4 May
includes taxes & fees
8.4/10 Very Good! (1,297 reviews)
Conveniently located
Reviewed on 22 Apr 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is AU$211 per night from 23 Apr to 24 Apr
AU$211
23 Apr - 24 Apr
includes taxes & fees
6.8/10 (1,003 reviews)
The outside area was okay. The inside was clean, bed was comfortable. There was a microwave (didn’t use) and refrigerator. Large screen tv was nice. Water pressure was just okay. Had some issues checking in because I used my initials (which is what I go by) on my reservation and my ID has my name ...
Reviewed on 21 Apr 2026
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.
