Find hotels in Highland Hills, Chicago

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Discover Highland Hills hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (2406)
"Great service, clean room, and decent breakfast! "
United States
Maya
$72 nightly
The price is $80
Dec 7 - Dec 8
Total with taxes and fees
SureStay Plus Hotel by Best Western Chicago Lombard
Pillowtop beds, desk, laptop workspace, iron/ironing board
Extended Stay America Suites Chicago Lombard Yorktown Center

Extended Stay America Suites Chicago Lombard Yorktown Center

2.5 star property
Highland Hills
6.8 out of 10, (685)
"The staff was awesome, the rooms were clean and cozy"
United States
Leslie
$89 nightly
The price is $99
Jan 4 - Jan 5, 2026
Total with taxes and fees
Extended Stay America Suites Chicago Lombard Yorktown Center
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
18.9 mi from Highland Hills
8.8 out of 10, Excellent, (3433)
"Great hotel"
United States
Clara
$110 nightly
The price is $129
Dec 7 - Dec 8
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Exterior
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
18.9 mi from Highland Hills
8.8 out of 10, Excellent, (2025)
"Great hotel."
United States
Mario
$98 nightly
The price is $115
Dec 22 - Dec 23
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
Garden
Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

3.0 star property
19 mi from Highland Hills
9.2 out of 10, Wonderful, (1251)
"Great location and the staff were friendly and helpful."
United States
Edwin
$90 nightly
The price is $106
Dec 23 - Dec 24
Total with taxes and fees
Hilton Garden Inn Chicago Central Loop
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
19 mi from Highland Hills
8.6 out of 10, Excellent, (2627)
"The hotel was very clean and convenient. I really enjoyed my stay. I would stay there again."
United States
Philip
$111 nightly
The price is $130
Jan 1 - Jan 2, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Chicago Downtown
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
18.4 mi from Highland Hills
9.0 out of 10, Wonderful, (1743)
"The location was great!!"
United States
Yvette
$86 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
Exterior
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
19 mi from Highland Hills
8.8 out of 10, Excellent, (1108)
"great stay, check in was easy"
United States
Bri
$110 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
Bar (on property)
Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

4.0 star property
19 mi from Highland Hills
9.4 out of 10, Exceptional, (1433)
"Amazing room, very friendly and helpful staff, and a great location! "
United States
James
$130 nightly
The price is $153
Dec 28 - Dec 29
Total with taxes and fees
Canopy by Hilton Chicago Central Loop
Exterior
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

2.5 star property
18.6 mi from Highland Hills
9.2 out of 10, Wonderful, (1003)
"Nice hotel in the heart of West Loop. Conveniently close to OTC train station. Enjoyed our stay. "
United States
Paul Okello
$119 nightly
The price is $140
Dec 12 - Dec 13
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area
City view from property
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 star property
18 mi from Highland Hills
8.8 out of 10, Excellent, (1116)
"Had a great room, clean, nice staff, beautiful view, would def stay there again "
United States
Jennifer
$152 nightly
The price is $179
Dec 19 - Dec 20
Total with taxes and fees
Hyatt House Chicago West Loop
3 bars/lounges, piano bar
The Hoxton Chicago

The Hoxton Chicago

4.0 star property
18.3 mi from Highland Hills
9.0 out of 10, Wonderful, (1000)
"Love the Hoxton, it’s a beautiful hotel and the staff is amazing. "
United States
Sam
$174 nightly
The price is $204
Dec 28 - Dec 29
Total with taxes and fees
The Hoxton Chicago
Lounge
The Buckingham Hotel

The Buckingham Hotel

3.5 star property
19.1 mi from Highland Hills
9.0 out of 10, Wonderful, (1000)
"We loved staying here! The room was spacious, had a great view, secure check in, and great location!"
United States
Madison
$110 nightly
The price is $129
Dec 21 - Dec 22
Total with taxes and fees
The Buckingham Hotel
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
18.7 mi from Highland Hills
8.4 out of 10, Very Good, (1004)
"Amazing staff clean and secure hotel "
United States
Aniyah
$111 nightly
The price is $131
Dec 25 - Dec 26
Total with taxes and fees
Holiday Inn & Suites Chicago - Downtown by IHG
Exterior
The Emily Hotel

The Emily Hotel

4.0 star property
18.2 mi from Highland Hills
9.2 out of 10, Wonderful, (1281)
"great hotel! amazing staff and very clean!"
United States
Marielle
$175 nightly
The price is $205
Dec 28 - Dec 29
Total with taxes and fees
The Emily Hotel
Terrace/patio
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

3.0 star property
18.6 mi from Highland Hills
9.2 out of 10, Wonderful, (1001)
"amazing stay! "
United States
Sonny
$127 nightly
The price is $149
Dec 12 - Dec 13
Total with taxes and fees
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
18.3 mi from Highland Hills
9.4 out of 10, Exceptional, (754)
"Great location, amenities and staff. "
United States
Nicholas
$300 nightly
The price is $352
Jan 4 - Jan 5, 2026
Total with taxes and fees
Nobu Hotel Chicago
Premium bedding, pillowtop beds, in-room safe, individually furnished
Level Chicago - River North

Level Chicago - River North

4.0 star property
18.9 mi from Highland Hills
9.0 out of 10, Wonderful, (785)
"Great place amazing views very safe staff was very nice "
United States
Kenneth
$202 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago - River North
Exterior
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3.0 star property
11.8 mi from Highland Hills
8.8 out of 10, Excellent, (1623)
"Great room, helpful staff,wonderful breakfast."
United States
Amber
$90 nightly
The price is $106
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Exterior
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 star property
9 mi from Highland Hills
9.2 out of 10, Wonderful, (2126)
"Great stay! Convenient shuttle, choices at breakfast, and friendly staff"
United States
Fiona
$94 nightly
The price is $107
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Chicago-O'Hare International Airport
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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Where to stay in Highland Hills

Find the best Highland Hills areas and neighborhoods for the activities you enjoy most. Learn more about Highland Hills
Learn more about Highland Hills
Downtown Chicago showing a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop - Downtown which includes a river or creek

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North showing railway items, street scenes and a city

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Chicago showing rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Highland Hills Hotel Reviews

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

10/10 Excellent
"Everything was amazing. "
Patrice 3-night trip
Posted 14 hours ago
Canopy by Hilton Chicago Central Loop

Frequently asked questions

What are the best family hotels in Highland Hills?
SureStay Plus Hotel by Best Western Chicago Lombard is a fantastic choice for families visiting Highland Hills, offering a inviting space with a traveler rating of 9.0. This hotel stands out for its family-friendly amenities, including complimentary accommodations for children and spacious rooms equipped with sofa beds, ensuring everyone has a comfortable place to rest after a day of adventure.

Families will appreciate the convenience of the free buffet breakfast, which allows guests to start their day with a hearty meal without the hassle of dining out. Additionally, the hotel features a snack bar, great for those midday cravings or late-night snacks, making it easy to keep everyone satisfied.
What hotels in Highland Hills offer free breakfast?
SureStay Plus Hotel by Best Western Chicago Lombard is a fantastic option for travelers looking for a convenient stay in Highland Hills. With a stellar review score of 9.0, this hotel offers a complimentary buffet breakfast, great for families needing a hearty start to their day. Guests appreciate the spacious rooms, which include a sofa bed, making it an ideal choice for families.

For those who prefer a more home-like experience, the Extended Stay America Suites Chicago Lombard Yorktown Center also provides a free breakfast option. This hotel features in-room kitchens, allowing families to prepare their own meals, which can be a real advantage for parents looking to save on dining costs. Additionally, it is pet-friendly, making it a great choice for families traveling with furry companions.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Hills.
How can I save on a Highland Hills hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Highland Hills hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Highland Hills hotel?
Hotel prices in Highland Hills often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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