Question 1

How much does a Highland Park holiday package cost?

Accepted Answer

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 holiday to Highland Park costs.

Question 2

What are the cheapest months to go to Highland Park?

Accepted Answer

If you'd like to score a cheap Highland Park holiday 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.

Question 3

How many days is enough for Highland Park?

Accepted Answer

We'd suggest booking a Highland Park holiday for a minimum of 2 days. This will give you plenty of time to visit top sights including Ravinia Park and Highland Park Country Club, as well as explore neighbourhoods like Riverwoods and Bannockburn. You might even be able to make time for a day trip or two from Highland Park.

Question 4

Is it worth booking a holiday package to Highland Park?

Accepted Answer

Whether you're looking to check out major sights like Chicago Botanic Garden and Ravinia Pavilion on your Highland Park holiday, or coming for its great shopping, golfing and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many families think Highland Park is a good holiday destination.

Question 5

How to find the best Highland Park package deals?

Accepted Answer

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.

Question 6

Is it cheaper to book a Highland Park holiday as a package?

Accepted Answer

You can enjoy significant savings on your Highland Park escape by booking a personalised holiday 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.

Question 7

When to book a holiday package to Highland Park?

Accepted Answer

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.

Question 8

How to plan a trip to Highland Park?

Accepted Answer

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.
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.
Decide how long to go for: Now that you know more about Highland Park, you can work out the right length of your holiday. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Highland Park holiday package.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Highland Park Holidays

Book a Hotel + Flight or Car together to unlock savings

Room 1

Top hotels in Highland Park

Frequently asked questions

Popular places to visit

Wrigley Field

Six Flags Great America

Millennium Park

What to do in Highland Park

Architecture River Tour

Wendella's 90-min Chicago River Architecture Tour

Chicago By Night River & Lake Cruise