Hotels in Highland Hills, Chicago from CA $123

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 30 - Jul 31
Tomorrow
Jul 31 - Aug 1
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Filter by

Guest rating
Guest rating
Star rating

Highland Hills hotels and places to stay

The Hoxton Chicago
Enjoy a casual dining experience with comfortable seating and a variety of beverages.

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Excellent location and great vibe. "
The price is CA $288
CA $338 total
includes taxes & fees
Aug 17 - Aug 18
The Hoxton Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Experience the vibrant city at La Quinta Inn & Suites, offering a variety of rooms with city views.

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2446)
"It was a wonderful stay "
The price is CA $198
CA $257 total
includes taxes & fees
Aug 24 - Aug 25
La Quinta Inn & Suites by Wyndham Chicago Downtown
Crowne Plaza Chicago West Loop by IHG
Relax in a casual, urban setting with seating areas and a prominent counter for ordering.

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1328)
"Staff was so friendly and the rooms were really clean!"
The price is CA $201
CA $236 total
includes taxes & fees
Aug 24 - Aug 25
Crowne Plaza Chicago West Loop by IHG
SureStay Plus Hotel by Best Western Chicago Lombard
Welcome to our lobby, featuring a reception desk, seating area, and dining space.

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
9.0 out of 10, Wonderful, (2155)
"Great affordable stay."
The price is CA $125
CA $139 total
includes taxes & fees
Aug 6 - Aug 7
SureStay Plus Hotel by Best Western Chicago Lombard
Extended Stay America Suites Chicago Lombard Yorktown Center
Two single beds with white linens and a wooden headboard, a flat-screen TV, and a desk with a chair.

Extended Stay America Suites Chicago Lombard Yorktown Center

2.5 star property
6.8 out of 10, (654)
"The staff are nice and friendly. The service is excellent. Hopefully they will have a complimentary breakfast."
The price is CA $124
CA $138 total
includes taxes & fees
Aug 24 - Aug 25
Extended Stay America Suites Chicago Lombard Yorktown Center
Hyatt Place Chicago/Downtown - The Loop
Enjoy dining or socializing around the round tables in this stylish indoor space with city views.

Hyatt Place Chicago/Downtown - The Loop

3.0 star property
8.6 out of 10, Excellent, (1044)
"The room was a good size and very homey. "
The price is CA $219
CA $257 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Place Chicago/Downtown - The Loop
Hilton Garden Inn Chicago Central Loop
Relax in style with lounge chairs along the corridor, surrounded by a brick wall and a glass door.

Hilton Garden Inn Chicago Central Loop

3.0 star property
9.2 out of 10, Wonderful, (1163)
"Location was great"
The price is CA $253
CA $297 total
includes taxes & fees
Aug 7 - Aug 8
Hilton Garden Inn Chicago Central Loop
Holiday Inn & Suites Chicago - Downtown by IHG
Relax by the rooftop pool with a stunning view of the city skyline.

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1005)
"Nice place to stay"
The price is CA $223
CA $278 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
Enjoy al fresco dining with a view of the city skyline from this outdoor dining area.

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
8.8 out of 10, Excellent, (1770)
"Great stay"
The price is CA $255
CA $299 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Chicago Dwtn - The Mart by IHG
Hyatt House Chicago West Loop
Enjoy panoramic city views from this rooftop terrace, featuring a spacious seating area and dining space with a glass balustrade.

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1000)
"Great hotel for families! "
The price is CA $260
CA $305 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt House Chicago West Loop
The Buckingham Hotel
Enjoy a panoramic city view from the comfort of this stylish room, featuring a cozy seating area with two armchairs and a small table.

The Buckingham Hotel

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Very friendly staff, very quiet hotel"
The price is CA $243
CA $305 total
includes taxes & fees
Aug 11 - Aug 12
The Buckingham Hotel
Level Chicago Fulton Market
Enjoy a modern dining experience with a long table, blue chairs, and a unique pendant light.

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (255)
"Room very clean and comfortable."
The price is CA $276
CA $350 total
includes taxes & fees
Aug 21 - Aug 22
Level Chicago Fulton Market
The Emily Hotel
Enjoy meals in a spacious dining area with sofas and chairs along a central aisle.

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1149)
"What a great location for tourists, close to so many sights in Barcelona!! "
The price is CA $259
CA $305 total
includes taxes & fees
Aug 24 - Aug 25
The Emily Hotel
Canopy by Hilton Chicago Central Loop
Relax in a tranquil outdoor space with comfortable seating and ambient lighting.

Canopy by Hilton Chicago Central Loop

4.0 star property
9.4 out of 10, Exceptional, (1238)
"Fantastic location, friendly staff with beautiful lobby/restaurant/bar."
The price is CA $292
CA $342 total
includes taxes & fees
Aug 22 - Aug 23
Canopy by Hilton Chicago Central Loop
Level Chicago - River North
Relax in a spacious living room with a large sofa and coffee table, offering expansive city views and a dining area.

Level Chicago - River North

4.0 star property
9.0 out of 10, Wonderful, (652)
"Great place "
The price is CA $309
CA $393 total
includes taxes & fees
Aug 21 - Aug 22
Level Chicago - River North
Carleton of Oak Park
Experience the historic charm of this traditional street lined with boutique hotels and commercial establishments.

Carleton of Oak Park

3.0 star property
9.0 out of 10, Wonderful, (1019)
"Always quiet and nice staff"
The price is CA $169
CA $193 total
includes taxes & fees
Aug 17 - Aug 18
Carleton of Oak Park
voco Chicago Downtown - Riverwalk by IHG
Welcome to our hotel lobby, featuring a central reception area with a counter and bar seating.

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (2923)
"I have stayed here twice and Loved it!"
The price is CA $269
CA $315 total
includes taxes & fees
Aug 21 - Aug 22
voco Chicago Downtown - Riverwalk by IHG
The Champagne Lodge & Luxury Suites
Relax in comfort with a plush bed, modern fireplace, and ample lighting.

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1177)
"Great for couples getaway "
The price is CA $123
CA $165 total
includes taxes & fees
Aug 25 - Aug 26
The Champagne Lodge & Luxury Suites
Rainbow Motel
Relax in a serene bedroom with a large bed, minimalist decor, and a cityscape painting above.

Rainbow Motel

2.5 star property
6.4 out of 10, (6)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
The price is CA $123
CA $145 total
includes taxes & fees
Aug 7 - Aug 8
Rainbow Motel
Super 8 by Wyndham Chicago O'Hare Airport
Welcome to our hotel lobby, featuring a comfortable seating area and polished tile floor.

Super 8 by Wyndham Chicago O'Hare Airport

3.5 star property
7.8 out of 10, Good, (1333)
"Comfortable bed and good airport shuttle. "
The price is CA $118
CA $134 total
includes taxes & fees
Aug 3 - Aug 4
Super 8 by Wyndham Chicago O'Hare 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Highland Hills

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

Downtown Chicago

3 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

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 featuring a river or creek
The Loop map

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 map

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 which includes modern architecture and a city
Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Highland Hills Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"Visiting friends in the area this location is perfect. Hotel is clean and adequate for your needs."
Janet 4-night trip
Posted 3 hours ago
SureStay Plus Hotel by Best Western Chicago Lombard

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 traveller 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 travellers 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?
Before booking your Highland Hills hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
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 from CA $123 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.