Title: Visit Highwood: 2026 Travel Guide for Highwood, Chicago | Expedia.com

[Hotels in Highwood](https://expedia.com/Highwood-Hotels.d115190.Travel-Guide-Hotels)[Vacation Rentals in Highwood](https://expedia.com/Highwood-Vacation-Rentals.d115190.Travel-Guide-VacationRentals)[Flights to Highwood](https://expedia.com/Cheap-Flights-To-Highwood.d115190.Travel-Guide-Flights)[Car Rentals in Highwood](https://expedia.com/Car-Rentals-In-Highwood.d115190.Car-Rental-Guide)[Highwood Vacation Packages](https://expedia.com/Highwood.d115190.Destination-Travel-Guides)

# Highwood, IL

## Travel Guide

![The most delicious cookies I have ever had, I'm sure you will agree!! ](https://images.trvl-media.com/place/115190/9180d4f9-8a61-426f-90dd-5f32691eae37.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![The most delicious cookies I have ever had, I'm sure you will agree!! ](https://images.trvl-media.com/place/115190/9180d4f9-8a61-426f-90dd-5f32691eae37.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Highwood

Things to do

- Highwood Hotel Deals
- Vacation Rentals in Highwood

![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

$196 nightly

$230 total

Feb 28 - Mar 1

Total with taxes and fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...

8.2/10 Very Good! (2,210 reviews)

Easy booking, they let me check in early which I needed it. Friendly staff, nice bed, good shower pressure, clean room. Just need some updating to make it brighter room. Overall satisfied with my stay.

Reviewed on Feb 2, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F28%2F2026&endDate=3%2F1%2F2026&selected=8058&PinnedHotelID=8058&HadPinnedHotel=true&regionId=115190)

![Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL

Fully refundableReserve now, pay when you stay

$118 nightly

$135 total

Feb 11 - Feb 12

Total with taxes and fees

Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

8.6/10 Excellent! (2,728 reviews)

Everything was great

Reviewed on Jan 30, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F11%2F2026&endDate=2%2F12%2F2026&selected=20348&PinnedHotelID=20348&HadPinnedHotel=true&regionId=115190)

![Comfort Suites Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Comfort Suites Chicago O'Hare Airport

4200 North River Road Schiller Park IL

$61 nightly

$69 total

Feb 12 - Feb 13

Total with taxes and fees

Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...

8/10 Very Good! (2,858 reviews)

Room had a giant refrigerator, microwave, two televisions, and plenty of electric outlets, both A/C and usb. Free breakfast buffet was very good, there's a Pizzeria Uno in the hotel, and the room was clean and comfortable. Add in a free shuttle to and from the airport and a very reasonable price ...

Reviewed on Feb 4, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F12%2F2026&endDate=2%2F13%2F2026&selected=664918&PinnedHotelID=664918&HadPinnedHotel=true&regionId=115190)

[See all 1,474 properties in Highwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&regionId=115190)

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.

![The Gem Museum Suites](https://images.trvl-media.com/lodging/104000000/103470000/103465500/103465448/acb706d3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Gem Museum Suites

1555 Oak Avenue Evanston IL

Book a stay at this business-friendly aparthotel in Evanston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Baha'i House of Worship ...

9.4/10 Exceptional! (104 reviews)

Great stay! Initially, there was a problem with the shower and they changed our room right away. The room was spotless including the kitchen area. Breakfast was delicious. Parking was convenient, especially when using the side entrance to the hotel. We would definitely stay there again.

Reviewed on Feb 2, 2026

[](https://expedia.com/Chicago-Hotels-The-Gem-Museum-Suites.h103465448.Hotel-Information)

![Cozy studio in Andersonville Chicago](https://images.trvl-media.com/lodging/116000000/115200000/115194000/115193975/d00e73e2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cozy studio in Andersonville Chicago

 Chicago IL

Stay at this apartment in Chicago. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Wrigley Field and Riviera Theatre are located ...

9.4/10 Exceptional! (59 reviews)

Considerate. Let me check in a little early. Very accommodating. Lovely little unit! Lovely neighborhood! Will be back!

Reviewed on Jan 31, 2026

[](https://expedia.com/Chicago-Hotels-Cozy-Studio-In-Andersonville-Chicago.h115193975.Hotel-Information)

![Luxurious 3 Bedroom Apartment in Chicago](https://images.trvl-media.com/lodging/116000000/115440000/115431900/115431869/93a9d4e2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Luxurious 3 Bedroom Apartment in Chicago

 Chicago IL

Stay at this apartment in Chicago. Enjoy laundry facilities and air conditioning. Popular attractions Wrigley Field and Riviera Theatre are located nearby.

9.6/10 Exceptional! (48 reviews)

Host was super nice, greeted us and said goodbye when we left. Place was clean, gorgeous layout, excellent living room area if you’re coming with a group of friends and want to hang out at night and decompress.

Reviewed on Jan 19, 2026

[](https://expedia.com/Chicago-Hotels-Luxurious-3-Bedroom-Apartment-In-Chicago.h115431869.Hotel-Information)

[See all properties in Highwood](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=115190&sort=VACATION_RENTAL)

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.

## Check Highwood hotel availability

[Tonight

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2026-02-08&endDate=2026-02-09)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2026-02-09&endDate=2026-02-10)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115190&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)

### Popular places to visit

![Wrigley Field featuring cbd, a sporting event and a city](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

[](https://expedia.com/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction)

![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. 

[](https://expedia.com/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction)

![McCormick Place showing a high rise building and a city](https://images.trvl-media.com/place/6069191/6dd1da52-961b-4d36-a030-f105009f678b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### McCormick Place

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.

[](https://expedia.com/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction)

![Navy Pier featuring a sunset and rides](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Navy Pier

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

[](https://expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)

![Soldier Field featuring a skyscraper, modern architecture and a city](https://images.trvl-media.com/place/6058043/a6d7265e-c5df-4d76-82e8-7937dba83c13.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

[](https://expedia.com/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction)

![Beautiful autumn colors surround modern architecture in Millennium Park, Chicago during a sunny day](https://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

[](https://expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)

### Things to do

![Chicago Bulls Basketball Game at United Center](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Bulls Basketball Game at United Center

$166

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/chicago-bulls-basketball-game-at-united-center.a47300776.activity-details)

![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago: Navy Pier Centennial Wheel Ticket

$25

per adult

**88%** of travellers recommend

[](https://expedia.com/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details)

![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wendella's 90-min Chicago River Architecture Tour

$41

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details)

![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Color Factory Chicago Ticket

$34

per adult

**96%** of travellers recommend

[](https://expedia.com/things-to-do/color-factory-chicago-ticket.a49191714.activity-details)

![Photo: Peter McCullough, MCA Chicago](https://mediaim.expedia.com/localexpert/3555286/e03b8a8b-7d7a-4be4-a0d1-c82fae7865cc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Museum of Contemporary Art: General Admission Ticket

$22

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/chicago-museum-of-contemporary-art-general-admission-ticket.a3555286.activity-details)

![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/317321c4-e25a-4f59-82c4-45a13dc80967.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

$36

per adult

**98%** of travellers recommend

[](https://expedia.com/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details)

[See all activities in Highwood](https://expedia.com/Things-To-Do-In-Highwood.d115190.Travel-Guide-Activities)

## Cities near Highwood

![Ft. Sheridan Aerial View 16](https://images.trvl-media.com/place/8345/95f70157-20d9-4815-9c33-0d43dec32592.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Highland Park

![Ultra-wide panorama of native trees and sunflowers along the recreational trail in autumn at Cuba Marsh Forest Preserve in Lake County, Illinois](https://images.trvl-media.com/place/8508/ce670530-2862-4bd2-a1a4-b4513ff5dd52.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Lake Forest

![Chicago which includes a city and a high rise building as well as a family](https://images.trvl-media.com/place/178248/719a2712-bcc7-4b9d-86cc-997f107a7839.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Chicago

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- [Flights to Chicago ](https://www.expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
- [Flights to Highland Park ](https://www.expedia.com/Cheap-Flights-To-Highland-Park.d8345.Travel-Guide-Flights)
- [Flights from Highland Park ](https://www.expedia.com/lp/flights/8345/flights-from-highland-park)
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- [Flights to Deerfield ](https://www.expedia.com/Cheap-Flights-To-Deerfield.d7613.Travel-Guide-Flights)
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- [Flights from Miami to Deerfield ](https://www.expedia.com/lp/flights/178286/7613/miami-to-deerfield)

- [Visit Highland Park ](https://www.expedia.com/Highland-Park.dx8345)
- [Highland Park Vacations ](https://www.expedia.com/Highland-Park.d8345.Destination-Travel-Guides)
- [Visit Bannockburn ](https://www.expedia.com/Chicago-Bannockburn.dx601901)
- [Visit Deerfield ](https://www.expedia.com/Deerfield.dx7613)

- [Car rentals near Highland Park ](https://www.expedia.com/Car-Rentals-In-Highland-Park.d8345.Car-Rental-Guide)
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- [Car rentals in Budget 8231 Midlothian Turnpike ](https://www.expedia.com/Budget-at-8231-Midlothian-Turnpike-Richmond-Virginia-USA.v7613.Car-Rental-Guide-Location)
- [Hertz Rental Cars in Deerfield ](https://www.expedia.com/Hertz-Car-Rentals-In-Deerfield.d7613-c40.Car-Rental-Guide-Suppliers)

- [Highland Park Vacation Rentals ](https://www.expedia.com/Highland-Park-Vacation-Rentals.d8345.Travel-Guide-VacationRentals)
- [Deerfield Vacation Rentals ](https://www.expedia.com/Deerfield-Vacation-Rentals.d7613.Travel-Guide-VacationRentals)

- Cities near Highwood
- Places of interest

[Highland Park](https://expedia.com/Highland-Park.dx8345)[Lake Forest](https://expedia.com/Lake-Forest.dx8508)[Chicago](https://expedia.com/Chicago.dx178248)

- [Naval Base Great Lakes ](https://expedia.com/Naval-Base-Great-Lakes-Chicago.d6069213.Vacation-Attraction)
- [Lake Michigan ](https://expedia.com/Lake-Michigan-United-States-of-America.d6338716.Vacation-Attraction)
- [Six Flags Great America ](https://expedia.com/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction)
- [Northwestern University ](https://expedia.com/Northwestern-University-Chicago.d6034942.Vacation-Attraction)
- [Donald E. Stephens Convention Center ](https://expedia.com/Donald-E-Stephens-Convention-Center-Chicago.d6034944.Vacation-Attraction)
- [Schaumburg Convention Center ](https://expedia.com/Schaumburg-Convention-Center-Chicago.d6169684.Vacation-Attraction)
- [Woodfield Mall ](https://expedia.com/Woodfield-Mall-Chicago.d6064089.Vacation-Attraction)
- [Loyola University Chicago ](https://expedia.com/Loyola-University-Chicago-Rogers-Park.d6182907.Vacation-Attraction)
- [Allstate Arena ](https://expedia.com/Allstate-Arena-Chicago.d6069163.Vacation-Attraction)
- [Gurnee Mills ](https://expedia.com/Gurnee-Mills-Chicago.d6140250.Vacation-Attraction)
- [Rosemont Theatre ](https://expedia.com/Rosemont-Theatre-Chicago.d6064061.Vacation-Attraction)
- [LEGOLAND® Discovery Center ](https://expedia.com/LEGOLAND-Discovery-Center-Chicago.d6169680.Vacation-Attraction)
- [Schaumburg Medieval Times ](https://expedia.com/Schaumburg-Medieval-Times-Chicago.d6064067.Vacation-Attraction)
- [Fashion Outlets of Chicago ](https://expedia.com/Fashion-Outlets-Of-Chicago-Chicago.d553248621561882885.Vacation-Attraction)
- [Rivers Casino ](https://expedia.com/Rivers-Casino-Chicago.d6162071.Vacation-Attraction)
- [Aragon Ballroom ](https://expedia.com/Aragon-Ballroom-Uptown.d553248621563220754.Vacation-Attraction)
- [Chicago Botanic Garden ](https://expedia.com/Chicago-Botanic-Garden-Chicago.d6064029.Vacation-Attraction)
- [Copernicus Center ](https://expedia.com/Copernicus-Center-Jefferson-Park.d553248621555594799.Vacation-Attraction)
- [Illinois Beach State Park ](https://expedia.com/Illinois-Beach-State-Park-Illinois.d6247358.Vacation-Attraction)
- [Great Wolf Lodge Water Park ](https://expedia.com/Great-Wolf-Lodge-Water-Park-Chicago.d726364538049507328.Vacation-Attraction)
- [Genesee Theater ](https://expedia.com/Genesee-Theater-Chicago.d6142967.Vacation-Attraction)
- [Riviera Theatre ](https://expedia.com/Riviera-Theatre-Uptown.d553248621555594761.Vacation-Attraction)
- [Parkway Bank Park Entertainment District ](https://expedia.com/Parkway-Bank-Park-Entertainment-District-Chicago.d553248621561882886.Vacation-Attraction)
- [Lincoln Park ](https://expedia.com/Lincoln-Park-Lincoln-Park.d507390.Vacation-Attraction)
- [Montrose Beach ](https://expedia.com/Montrose-Beach-Uptown.d6277595.Vacation-Attraction)
- [Rosalind Franklin University of Medicine and Science ](https://expedia.com/Rosalind-Franklin-University-Of-Medicine-And-Science-Chicago.d6142963.Vacation-Attraction)
- [Northwestern Lake Forest Hospital ](https://expedia.com/Northwestern-Lake-Forest-Hospital-Chicago.d6156568.Vacation-Attraction)
- [Marriott Theatre ](https://expedia.com/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction)
- [Portage Park ](https://expedia.com/Portage-Park-Portage-Park.d6069237.Vacation-Attraction)
- [Waukegan Harbor ](https://expedia.com/Waukegan-Harbor-Waukegan.d6156566.Vacation-Attraction)
- [Milwaukee Avenue ](https://expedia.com/Milwaukee-Avenue-West-Town.d691730435262996480.Vacation-Attraction)
- [Lake County Fairgrounds ](https://expedia.com/Lake-County-Fairgrounds-Grayslake.d6142973.Vacation-Attraction)

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