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Hotels in Highland Hills, Chicago

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Our top choices for Highland Hills hotels

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, (2,838 reviews)
"Great stay"
United States
Keisha
The price is CA $114
CA $126 total
includes taxes & fees
Jun 30 - Jul 1
SureStay Plus Hotel by Best Western Chicago Lombard

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, (730 reviews)
"Spacious and comfortably clean"
United States
Christopher
The price is CA $129
CA $143 total
includes taxes & fees
Jun 30 - Jul 1
Extended Stay America Suites Chicago Lombard Yorktown Center

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
30.7 km from Highland Hills
9.0 out of 10, Wonderful, (1,002 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is CA $197
CA $251 total
includes taxes & fees
Jul 1 - Jul 2
The Buckingham Hotel

Jaslin Hotel

Jaslin Hotel
3.0 star property
30.5 km from Highland Hills
9.0 out of 10, Wonderful, (1,234 reviews)
"Location was good and close totally of attractions."
United States
Mao
The price is CA $160
CA $191 total
includes taxes & fees
Jul 1 - Jul 2
Jaslin Hotel

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
30.5 km from Highland Hills
9.2 out of 10, Wonderful, (1,377 reviews)
"Great stay"
United States
Malachi
The price is CA $260
CA $309 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Garden Inn Chicago Central Loop

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
30.5 km from Highland Hills
9.4 out of 10, Exceptional, (1,476 reviews)
"Very good place to stay walking distance for what ever you need"
United States
Teresa
The price is CA $286
CA $340 total
includes taxes & fees
Jul 2 - Jul 3
Canopy by Hilton Chicago Central Loop

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
30.5 km from Highland Hills
8.6 out of 10, Excellent, (2,814 reviews)
"Great stay thank you"
United States
Jane
The price is CA $203
CA $267 total
includes taxes & fees
Jul 2 - Jul 3
La Quinta Inn & Suites by Wyndham Chicago Downtown

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
30.6 km from Highland Hills
8.8 out of 10, Excellent, (1,393 reviews)
"Great hotel , the location is was great so close to everything we had planned"
United States
Daniel
The price is CA $254
CA $302 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Place Chicago/Downtown - The Loop

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
30.4 km from Highland Hills
8.8 out of 10, Excellent, (3,799 reviews)
"It was a great property to stay at – clean - very central – and the stuff was excellent."
United States
Evelyn
The price is CA $288
CA $343 total
includes taxes & fees
Jul 5 - Jul 6
voco Chicago Downtown - Riverwalk by IHG

Level Chicago - River North

Level Chicago - River North
4.0 star property
30.5 km from Highland Hills
9.2 out of 10, Wonderful, (1,020 reviews)
"Great place to stay!"
United States
Christie
The price is CA $415
CA $523 total
includes taxes & fees
Jul 1 - Jul 2
Level Chicago - River North

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
30.4 km from Highland Hills
8.8 out of 10, Excellent, (2,412 reviews)
"A great stay!"
United States
Tammie
The price is CA $263
CA $312 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Chicago Dwtn - The Mart by IHG

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
30 km from Highland Hills
9.4 out of 10, Exceptional, (148 reviews)
"Very nice place to stay"
United States
Jarrett
The price is CA $221
CA $260 total
includes taxes & fees
Jun 30 - Jul 1
LIVN - West Loop Chicago

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
30 km from Highland Hills
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice hotel with good breakfast and close proximity to restaurants, etc."
United States
Latonya
The price is CA $254
CA $302 total
includes taxes & fees
Jul 1 - Jul 2
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
30 km from Highland Hills
9.4 out of 10, Exceptional, (1,008 reviews)
"Great location staff very friendly and helpful very clean would stay again"
United States
Michele
The price is CA $288
CA $343 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Chicago West Loop Fulton Market Area

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
29.7 km from Highland Hills
9.2 out of 10, Wonderful, (512 reviews)
"Great place near the fun spots"
United States
Ronald
The price is CA $291
CA $376 total
includes taxes & fees
Jul 1 - Jul 2
Level Chicago Fulton Market

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
29.6 km from Highland Hills
9.0 out of 10, Wonderful, (2,311 reviews)
"Nice area to stay"
United States
ahmad
The price is CA $241
CA $287 total
includes taxes & fees
Jul 1 - Jul 2
Crowne Plaza Chicago West Loop by IHG

The Hoxton, Chicago

The Hoxton, Chicago
4.0 star property
29.5 km from Highland Hills
9.2 out of 10, Wonderful, (1,002 reviews)
"Great hotel!!"
United States
Stacey
The price is CA $339
CA $445 total
includes taxes & fees
Jul 1 - Jul 2
The Hoxton, Chicago

The Emily Hotel

The Emily Hotel
4.0 star property
29.3 km from Highland Hills
9.2 out of 10, Wonderful, (1,323 reviews)
"Amazing hotel"
United States
Rob
The price is CA $295
CA $351 total
includes taxes & fees
Jul 26 - Jul 27
The Emily Hotel

Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
28.9 km from Highland Hills
9.0 out of 10, Wonderful, (1,289 reviews)
"My stay at the Hyatt House was great. With spacious clean rooms, friendly staff, good amenities, and breakfast varieties your stay in the heart of Chicago will be one full of adventure and memories."
United States
Claudine
The price is CA $293
CA $348 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt House Chicago/West Loop-Fulton Market

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
2.5 star property
26.9 km from Highland Hills
9.6 out of 10, Exceptional, (635 reviews)
"Fantastic location. Extremely happy with accommodations."
United States
Guadalupe
The price is CA $225
CA $268 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Chicago Medical District UIC
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.

Where to stay in Highland Hills

Find the best Highland Hills areas and neighborhoods for the activities you enjoy most.

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

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

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

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.

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

Frequently asked questions

What are the best family hotels in Highland Hills?
For family-friendly hotels in Highland Hills, consider the SureStay Plus Hotel by Best Western Chicago Lombard and the Extended Stay America Suites Chicago Lombard Yorktown Center.

The SureStay Plus Hotel by Best Western Chicago Lombard, with a 9.0 rating, offers comfortable and clean rooms, with guests frequently praising the helpful and friendly staff. Families will appreciate the free buffet breakfast, free WiFi, and complimentary self-parking. It is conveniently located just 0.8 km from the Yorktown Shopping Centre.

Another excellent option is the Extended Stay America Suites Chicago Lombard Yorktown Center. This hotel provides free breakfast, including a to-go option, free WiFi, and complimentary self-parking. The staff are frequently described as friendly and amazing, and guests often highlight the great customer service and hospitality. It is also just 0.8 km from the Yorktown Shopping Centre.
What hotels in Highland Hills offer free breakfast?
For hotels in Highland Hills that offer complimentary breakfast, consider the SureStay Plus Hotel by Best Western Chicago Lombard and the Extended Stay America Suites Chicago Lombard Yorktown Center.

The SureStay Plus Hotel by Best Western Chicago Lombard, with an impressive 9.0 rating, provides a free buffet breakfast that guests frequently describe as great or good. This hotel also offers comfortable and clean rooms, and the staff are often praised for being friendly and helpful. It is conveniently located just 0.8 km from the Yorktown Shopping Centre.

Another excellent option is the Extended Stay America Suites Chicago Lombard Yorktown Center. This hotel offers a free grab-and-go breakfast and is known for its friendly and amazing staff who provide great customer service and hospitality. Like the SureStay Plus, it is also just 0.8 km from the Yorktown Shopping Centre.
What are the top pet-friendly hotels in Highland Hills?
For a top pet-friendly hotel in Highland Hills, consider the Extended Stay America Suites Chicago Lombard Yorktown Center.

This hotel warmly welcomes both dogs and cats, making it a convenient choice for travellers with pets. Guests frequently praise the friendly and amazing staff, along with the great customer service and hospitality. The hotel also provides a complimentary grab-and-go breakfast, and it is conveniently located just 0.8 km from the Yorktown Shopping Centre.
What are the best budget hotels in Highland Hills?
For budget-friendly accommodation in Highland Hills, consider the SureStay Plus Hotel by Best Western Chicago Lombard and the Extended Stay America Suites Chicago Lombard Yorktown Center.

The SureStay Plus Hotel by Best Western Chicago Lombard boasts a 9.0 rating and offers excellent value. Guests frequently highlight the comfortable and clean rooms, along with the friendly and helpful staff. A great, complimentary buffet breakfast is also a popular feature, and free WiFi and free self-parking add to the convenience. It is located just 0.8 km from Yorktown Shopping Centre.

Another highly-rated option is the Extended Stay America Suites Chicago Lombard Yorktown Center. Travellers often praise the friendly and amazing staff, as well as the great customer service and hospitality. This hotel also provides free WiFi, free self-parking, and a complimentary to-go breakfast. It is also conveniently located just 0.8 km from Yorktown Shopping Centre.
What are the best hotels in Highland Hills near Yorktown Shopping Center?
For a hotel near Yorktown Shopping Centre in Highland Hills, the SureStay Plus Hotel by Best Western Chicago Lombard is an excellent choice.

This hotel, with a 9.0 rating, is conveniently located just 0.8 kilometres from the shopping centre. Guests frequently highlight the comfortable and clean rooms, along with the friendly and helpful staff. The hotel provides a complimentary buffet breakfast and free toiletries, and free WiFi is available. For those travelling with vehicles, free self-parking and free parking for RVs, buses, and trucks are provided.
When is the best time to go to Highland Hills?
The best time to go to Highland Hills is during the late spring (May to early June) and early autumn (September to October).

During these months, the weather is pleasantly mild, with comfortable temperatures ideal for exploring the outdoor attractions and enjoying the scenic beauty of the area. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at popular spots.

Late spring offers blooming landscapes and fresh greenery, great for those who enjoy hiking or visiting the botanical gardens. The Highland Hills Flower Festival typically takes place in late May, showcasing local flora.

Early autumn provides stunning fall foliage, particularly around the Highland Hills State Park, making it an excellent time for scenic drives and photography.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Highland Hills hotel for you.
How can I save on a Highland Hills hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Highland Hills hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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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