Highland Park Holidays from AU$922

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Your Highland Park Holiday

When you organise a holiday package to Highland Park, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Uncover the many delights of this amazing city from your base in a neighbourhood like Riverwoods, which is good for nature. Every trip to Highland Park needs a well-thought-out itinerary. Fill yours with major attractions like Chicago Botanic Garden, Lake Forest College and Ravinia Park. A couple of quick clicks is all it takes to put together a tailored Highland Park holiday on Expedia.

The Latest Highland Park Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

3.5 out of 5
Downtown Chicago
per person
26 Jul - 29 Jul
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,011 reviews)
Clean and we loved the king size bed! We had a great dinner at Gino’s East across the road. So easy to get to the subway and wherever you wanted to go. Loved the coffee and water available in the lounge area. Close walk to Tilly’s bagels which I recommend!

Reviewed on 29 Apr. 2024

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
26 Jul - 29 Jul
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The staff were welcoming, courteous, and friendly. The location was perfect and room was beautiful and clean!

Reviewed on 14 Apr. 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
26 Jul - 29 Jul
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on 20 Apr. 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
26 Jul - 29 Jul
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (206 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on 16 Mar. 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
26 Jul - 29 Jul
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (3,485 reviews)
The service here is unmatched. Every person was so helpful from the time you pull up to the property. The food is absolutely delicious some of the best I’ve had in my life. This also has a stunning rooftop bar. That’s rooftop alone is a reason to stay here!

Reviewed on 30 Apr. 2024

Highland Park Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
29,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Marriott Theatre, North Shore Centre for the Performing Arts and Kohl Childrens Museum

Our pick of the best Highland Park Hotel Deals

Best Western At O'Hare
Best Western At O'Hare
2.5 out of 5
10300 W Higgins Road, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 13 May to 14 May
AU$152
per night
13 May - 14 May
7.2/10 Good! (1,740 reviews)
"Nice and close to the O'hare airport. Shuttle comes regularly and nice drivers. Hotel staff is pleasant and nice to deal with after a long day of travel. Room is fairly quiet considering its by the airport. Hotel is very clean. Standard breakfast offering. Id stay here again."

Reviewed on 29 Apr. 2024

Best Western At O'Hare
Marriott Chicago O'Hare
Marriott Chicago O'Hare
3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$306 per night from 10 May to 11 May
AU$306
per night
10 May - 11 May
8/10 Very Good! (1,002 reviews)
"The shuttle bus was wonderful! So easy to get to and from the airport. And, considering that this is an airport hotel, it was really nice and quiet!"

Reviewed on 25 Apr. 2024

Marriott Chicago O'Hare
Ambassador Chicago, part of JdV by Hyatt
Ambassador Chicago, part of JdV by Hyatt
4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundable
The price is AU$292 per night from 14 May to 15 May
AU$292
per night
14 May - 15 May
8.6/10 Excellent! (1,007 reviews)
"Didn’t like my steak .I asked for it medium I got medium well and that lava cake was not good at all taste like it was frozen and reheated needs to be taken off the menu and replaced with a great tasting chocolate cake or a simple ice cream"

Reviewed on 29 Apr. 2024

Ambassador Chicago, part of JdV by Hyatt
See all 2,349 properties in Highland Park
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Highland Park holiday package cost?
From just AU$922, you can custom build your Highland Park holiday package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Highland Park?
Secure flights that fit your schedule, add a hotel room to your booking and watch the savings grow with a Highland Park holiday package. It’s that easy! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with over 550 airlines and 1 000 000 properties across the globe to select from, you’ll never be short of choice.
Where should I stay in Highland Park?
You’ll want to stay where the action is. Many visitors like to book hotels around popular sights, like Chicago Botanic Garden, Ravinia Pavilion and Ravinia Park.
What are the top hotels in Highland Park?
Whether you’re planning to stay for just one night or a week in Highland Park, you’ll get a great night’s sleep at Courtyard by Marriott Chicago Highland Park/Northbrook. This option is popular with many travellers.
How far in advance should I book my Highland Park holiday?
Smart travellers will likely want to reserve their seats as early as possible. You can generally start comparing international airfares on Expedia up to 12 months before your flight. If you’ve left booking to the last minute, fear not. Discounted prices sometimes occur just weeks before departure dates.
What does an Expedia Highland Park travel package include?
Select from any combination of rental cars, flights and hotels. Once you’ve made your booking, you can add activities and experiences. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to organising your ideal Highland Park getaway.
What should I know before booking a Highland Park travel package?
You’ll score excellent savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything together just makes things easier. So why waste your time or money? Whether you’re putting together an upscale romantic escape or a low-cost family break, browse our package deals today.
Can I choose my airline with a Highland Park Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Simply choose the airline you want and create the perfect Highland Park escape.
If I'm not able to travel, can I cancel my Highland Park holiday package?
If your travel plans in Highland Park have been upended, it’s good to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Highland Park

Image for Wrigley Field

Wrigley Field

4.5/5(21 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier

What to do in Highland Park

Image for Chicago Pizza Tour

Chicago Pizza Tour

AU$113
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

AU$33
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
See all activities in Highland Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.