Highland Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Highland

Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is 1.673.598 ₫ per night from 20 Jul to 21 Jul
1.673.598 ₫
1.890.831 ₫ total
20 Jul - 21 Jul
includes taxes & fees
6.2/10 (833 reviews)
"For a last minute , option for a motel it was all right. I didn't want to pay a lot of money. And my trip was last minute, there was a lot of suspicious people around the property. The man next door to the motel I was in was either high on crack or drunk. I will try not to stay here again"

Reviewed on 10 Jul 2026

Econo Lodge South Holland - Chicago Southland
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is 2.269.379 ₫ per night from 4 Aug to 5 Aug
2.269.379 ₫
2.663.939 ₫ total
4 Aug - 5 Aug
includes taxes & fees
7.4/10 Good! (395 reviews)
"This was a solo backpack trip for me so I don’t mind the hotel - there was no elevator working, the floors/ ground leading to the door of the rooms were dirty and unstable as in not smooth- I personally don’t mind marijuana smoke but if you are sensitive to it you may have a problem - I will say ..."

Reviewed on 8 Jul 2026

Motel 6 - Chicago, IL
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 4.182.025 ₫ per night from 13 Jul to 14 Jul
4.182.025 ₫
4.682.975 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (496 reviews)
"Everything was OK"

Reviewed on 12 Jul 2026

Wind Creek Southland Casino and Hotel
See all 900 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.

Frequently asked questions

How much does a Highland holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Highland costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Highland?
You can generally find lower rates and better availability in January, February and November. Explore our cheap Highland holiday packages and you could get some great off-season discounts.
How many days is enough for Highland?
With a well-planned schedule, you can easily hit the most popular Highland attractions in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Highland holiday for longer.
How to find the best Highland package deals?
Use Expedia's handy filters to help you find some unbeatable Highland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Highland package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Highland holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and hotels individually. Better still, you can tailor your Highland getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Highland?
If you're considering a spontaneous Highland trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Highland?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Highland.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the biggest expense during your trip to Highland.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Highland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Highland holiday package.

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