Highland Park Vacations

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Find the Best Highland Park Vacation Packages

Highland Park Hotel Deals

Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is AED 423 per night from Mar 30 to Mar 31
AED 423
AED 482 total
includes taxes & fees
30 Mar - 31 Mar
8.6/10 Excellent! (1,438 reviews)
"5 star rating!"

Reviewed on 26 March 2025

Hyatt Regency O'Hare Chicago
Viceroy Chicago
Viceroy Chicago
4.5 out of 5
1118 North State Street, Chicago, IL
The price is AED 826 per night from Apr 20 to Apr 21
AED 826
AED 1,063 total
includes taxes & fees
20 Apr - 21 Apr
9.4/10 Exceptional! (1,002 reviews)
"The entire experience was amazing - welcomed warmly by valet - checkin was smooth and the woman who helped us was so warm and friendly a rooms were perfect- lobby is awesome- food was great - view was awesome too!"

Reviewed on 23 March 2025

Viceroy Chicago
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is AED 408 per night from Apr 17 to Apr 18
AED 408
AED 469 total
includes taxes & fees
17 Apr - 18 Apr
8.4/10 Very Good! (1,002 reviews)
"Excellent service and great breakfast buffet. Bashkim, our server, was exceptional- very kind, personable and attentive. Izaek, the omelette guy, was super friendly and did a great job. Taking extra care to make it just right."

Reviewed on 23 March 2025

Hyatt Regency Schaumburg Chicago
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 Park vacation package cost?
You’ll find cheap prices on Expedia for your Highland Park escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Highland Park costs.
What are the cheapest months to go to Highland Park?
If you’d like to score a cheap Highland Park vacation package, consider visiting in December, January and February. You’re likely to find lower rates on hotels and flights during these months — perfect for a budget-friendly getaway.
How to find the best Highland Park package deals?
Start your search for a Highland Park package deal by entering your destination and travel dates under our “Packages” tab. Then add some filters, like “Property type” and “Amenities,” to fine-tune the results to your exact style. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the ideal Highland Park package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Highland Park adventure underway.
Is it cheaper to book a Highland Park vacation as a package?
You can enjoy significant savings on your Highland Park escape by booking a personalized vacation package. Check the “Package” heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Highland Park?
Enjoy incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Highland Park break.
How to plan a trip to Highland Park?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Highland Park.
  2. Budget wisely: As well as the cost of your hotel, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Highland Park.
  3. Decide how long to go for: Now that you know more about Highland Park, you can work out the right length of your vacation. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Highland Park vacation package.

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