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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
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22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Resort in Highwood

Great Wolf Lodge Illinois
Explore a forest-inspired play area with a wooden play structure, rope bridge, slide, and climbing elements on a lush artificial turf surface.

Great Wolf Lodge Illinois

3.0 star property
8.6 out of 10, Excellent, (1015)
"Loved the waterpark, restaurant options and customer service. "
The price is NZ$356
includes taxes & fees
17 Aug - 18 Aug
Great Wolf Lodge Illinois
Lincolnshire Marriott Resort
Experience the serene ambiance of this beautifully designed space, featuring a central aisle, floral arrangements, and intricate wall designs.

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (982)
"We had a great stay! The staff and food were wonderful! "
The price is NZ$241
includes taxes & fees
15 Aug - 16 Aug
Lincolnshire Marriott Resort
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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Top Highwood Hotel Reviews

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Overall a great hotel for my needs. Had my flight come in late at night and next segment early in am."
Evelyne 1-night trip
Posted 1 day ago
Hilton Chicago O'Hare Airport

Frequently asked questions

What can I expect from a resort holiday in Highwood?
You deserve a getaway, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing stay in Highwood. One of the 42 comfortable resorts in the surrounding area might be just what you're looking for, whether you want great restaurants on site, shopping possibilities or fun activities to try.
What's a favourite resort in Highwood?
Our top-rated resorts near Highwood: Great Wolf Lodge Illinois - Family-friendly resort. 13.9 mi (22.4 km) from Highwood. Features 5 restaurants, 6 indoor pools and 2 bars. Lincolnshire Marriott Resort - Golf resort. 5.8 mi (9.4 km) from Highwood. Has 2 restaurants, 2 bars and a golf course.
What can I do in Highwood?
Six Flags Great America offers fun for the whole family, while Naval Base Great Lakes is one of the most popular places to visit nearby. Other attractions in the area include Lake Forest College and Ravinia Pavilion.
What's the weather like in Highwood?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Highwood is 1183 mm.
What's the best way to get to and around Highwood?
Fly into Chicago, IL (PWK-Chicago Executive), which is located 7.6 mi (12.3 km) away. Otherwise, look for flights into Chicago O'Hare International Airport (ORD), which is 16.6 mi (26.6 km) away. To explore the surrounding area, ride one of the trains from Highwood Station or Highland Park Fort Sheridan Station.