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Your Highland Vacation
Spend less time travel planning and more time having exciting adventures with a Highland vacation package. The neighborhood of East Side, which is good for nature and walking, makes an excellent base for your city break. Like to get out and explore? Hard Rock Casino Northern Indiana, Purdue University Northwest and Hammond Sportsplex & Community Center are three of the leading places to visit during your trip to Highland. Don't delay your visit to this destination any longer. Your ultimate Highland vacation is only a few clicks away with Expedia.
Top Highland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
per person
Aug. 6 - Aug. 9
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
8.6/10 Excellent! (1,958 reviews)
Staff was friendly. My boyfriend and i stayed for two nights and I wish we booked it for longer. Our king sized bed was so comfy and the room was spacious. Would definitely come back for a getaway. The only down side was that we needed to pay $35 for a microwave to use during our stay, which we didn't. Usually hotels have microwaves in the room. That was the only upsetting part.
Reviewed on Jun. 8, 2024
The Chicago Hotel Collection - Wrigleyville
Lakeview
Save 100% on your flight
per person
Aug. 23 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
6.6/10 (603 reviews)
Perfect place to stay if going to a cubs game or spending the night in the area. The hotel service was phenomenal. The room was clean, decorative and very stylish. Highly recommend and look forward to staying there again.
Reviewed on Jun. 3, 2024
Highland Hotel Deals
Econo Lodge
17301 S Halsted St, Building B, South Holland, IL
Fully refundableReserve now, pay when you stay
The price is CA $76 per night from Jul. 2 to Jul. 3
CA $76
CA $96 total
includes taxes & fees
Jul 2 - Jul 3
4.6/10 (383 reviews)
"Easy access"
Reviewed on Jun. 8, 2024
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St, Orland Park, IL
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Jun. 16 to Jun. 17
CA $117
CA $131 total
includes taxes & fees
Jun 16 - Jun 17
7.2/10 Good! (896 reviews)
"Nice place to stay"
Reviewed on May 28, 2024
Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jul. 7 to Jul. 8
CA $175
CA $201 total
includes taxes & fees
Jul 7 - Jul 8
7.8/10 Good! (1,000 reviews)
"love"
Reviewed on Jun. 10, 2024
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.