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, (2,755 reviews)
"Friendly staff and great breakfast!"
Canada
Dylan
The price is CA $128
CA $142 total
includes taxes & fees
Jun 4 - Jun 5
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, (721 reviews)
"Spacious and comfortably clean"
United States
Christopher
The price is CA $130
CA $144 total
includes taxes & fees
May 25 - May 26
Extended Stay America Suites Chicago Lombard Yorktown Center

LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
30 km from Highland Hills
9.6 out of 10, Exceptional, (80 reviews)
"Very nice place to stay"
United States
Jarrett
The price is CA $189
CA $222 total
includes taxes & fees
May 25 - May 26
LIVN - West Loop Chicago

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, (2,788 reviews)
"Very clean room, nice breakfast and really nice hotel restaurant"
United States
Hugo
The price is CA $192
CA $253 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Chicago Downtown

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, (3,777 reviews)
"Nice view and lovely hotel to stay in."
United States
Ciara
The price is CA $247
CA $294 total
includes taxes & fees
May 25 - May 26
voco Chicago Downtown - Riverwalk by IHG

The Emily Hotel

The Emily Hotel
4.0 star property
29.3 km from Highland Hills
9.2 out of 10, Wonderful, (1,319 reviews)
"Very nice property, good location, would stay here again. "
United States
Anna
The price is CA $321
CA $381 total
includes taxes & fees
Jun 21 - Jun 22
The Emily 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, (1,361 reviews)
"Great stay"
United States
Malachi
The price is CA $261
CA $311 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Chicago Central Loop

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
29.7 km from Highland Hills
9.2 out of 10, Wonderful, (488 reviews)
"Perfect stay"
United States
Marvin
The price is CA $283
CA $366 total
includes taxes & fees
May 26 - May 27
Level Chicago Fulton Market

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
30.7 km from Highland Hills
9.0 out of 10, Wonderful, (1,004 reviews)
"The perfect room with a view"
United States
Anita
The price is CA $182
CA $233 total
includes taxes & fees
May 25 - May 26
The Buckingham Hotel

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, (2,207 reviews)
"Beautiful hotel definitely will be back"
United States
Kenzie
The price is CA $234
CA $278 total
includes taxes & fees
May 26 - May 27
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, (1,001 reviews)
"Comfortable, convenient location "
United States
Keriann
The price is CA $285
CA $379 total
includes taxes & fees
May 25 - May 26
The Hoxton Chicago

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, (1,486 reviews)
"Huge rooms and great location"
United States
nicolette
The price is CA $275
CA $327 total
includes taxes & fees
May 25 - May 26
Canopy by Hilton Chicago Central Loop

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, (1,254 reviews)
"Absolutely fantastic place to stay in Chicago for families!!! "
United States
Heather
The price is CA $289
CA $343 total
includes taxes & fees
May 25 - May 26
Hyatt House Chicago/West Loop-Fulton Market

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, (1,005 reviews)
"Great Staff, easy check in and out, clean room and great location. "
Canada
Aly
The price is CA $261
CA $310 total
includes taxes & fees
May 25 - May 26
Hampton Inn Chicago West Loop Fulton Market Area

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, (1,001 reviews)
"great breakfast options, clean room and the staff are amazing"
United States
carie
The price is CA $233
CA $276 total
includes taxes & fees
May 26 - May 27
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

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, (1,311 reviews)
"Excellent clean room & very nice staff"
United States
Anthony
The price is CA $247
CA $294 total
includes taxes & fees
May 25 - May 26
Hyatt Place Chicago/Downtown - The Loop

Level Chicago - River North

Level Chicago - River North
4.0 star property
30.5 km from Highland Hills
9.2 out of 10, Wonderful, (1,008 reviews)
"Great place to stay!"
United States
Christie
The price is CA $226
CA $300 total
includes taxes & fees
May 25 - May 26
Level Chicago - River North

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
30.1 km from Highland Hills
8.6 out of 10, Excellent, (1,005 reviews)
"Great stay!"
United States
Johanna
The price is CA $192
CA $245 total
includes taxes & fees
May 25 - May 26
Holiday Inn & Suites Chicago - Downtown by IHG

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare
2.0 star property
18 km from Highland Hills
7.8 out of 10, Good, (1,929 reviews)
"The room was clean and the staff was polite and helpful. "
United States
Brandon
The price is CA $85
CA $96 total
includes taxes & fees
May 25 - May 26
Motel 6 Elk Grove Village, IL - O'Hare

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
16.4 km from Highland Hills
8.0 out of 10, Very good, (3,001 reviews)
"Clean room, staff, Breakfast"
United States
Cesar
The price is CA $137
CA $157 total
includes taxes & fees
May 26 - May 27
Comfort Suites 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.

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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