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Our top choices for Highland Hills hotels

1. 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, (2,786 reviews)
"Had a great stay the room was nice and clean"
United States
Jasmine
The price is £77
includes taxes & fees
21 Jun - 22 Jun
SureStay Plus Hotel by Best Western Chicago Lombard

2. 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, (724 reviews)
"Spacious and comfortably clean"
United States
Christopher
The price is £74
includes taxes & fees
23 Jun - 24 Jun
Extended Stay America Suites Chicago Lombard Yorktown Center

3. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
18.7 mi from Highland Hills
8.6 out of 10, Excellent, (1,022 reviews)
"Great stay!"
United States
Johanna
The price is £142
includes taxes & fees
7 Jul - 8 Jul
Holiday Inn & Suites Chicago - Downtown by IHG

4. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
18.6 mi from Highland Hills
9.4 out of 10, Exceptional, (105 reviews)
"Very nice place to stay"
United States
Jarrett
The price is £196
includes taxes & fees
15 Jun - 16 Jun
LIVN - West Loop Chicago

5. Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
18.5 mi from Highland Hills
9.2 out of 10, Wonderful, (493 reviews)
"Amazing place"
United States
Angelique
The price is £214
includes taxes & fees
1 Jul - 2 Jul
Level Chicago Fulton Market

6. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
19.1 mi from Highland Hills
9.0 out of 10, Wonderful, (1,001 reviews)
"The view of the city was spectacular"
United States
Wilmer
The price is £150
includes taxes & fees
2 Jul - 3 Jul
The Buckingham Hotel

7. The Hoxton Chicago

The Hoxton Chicago
4.0 star property
18.3 mi from Highland Hills
9.2 out of 10, Wonderful, (1,012 reviews)
"Great hotel!!"
United States
Stacey
The price is £222
includes taxes & fees
5 Jul - 6 Jul
The Hoxton Chicago

8. 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, (2,246 reviews)
"Nice area to stay"
United States
ahmad
The price is £140
includes taxes & fees
1 Jul - 2 Jul
Crowne Plaza Chicago West Loop by IHG

9. 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, (2,811 reviews)
"Great stay thank you"
United States
Jane
The price is £150
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown

10. 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
9.4 out of 10, Exceptional, (1,009 reviews)
"Great location staff very friendly and helpful very clean would stay again"
United States
Michele
The price is £175
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Chicago West Loop Fulton Market Area

11. The Emily Hotel

The Emily Hotel
4.0 star property
18.2 mi from Highland Hills
9.2 out of 10, Wonderful, (1,327 reviews)
"Amazing hotel"
United States
Rob
The price is £203
includes taxes & fees
28 Jun - 29 Jun
The Emily Hotel

12. 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, (1,381 reviews)
"Great stay"
United States
Malachi
The price is £145
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Chicago Central Loop

13. 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, (1,496 reviews)
"Huge rooms and great location"
United States
nicolette
The price is £182
includes taxes & fees
5 Jul - 6 Jul
Canopy by Hilton Chicago Central Loop

14. 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, (1,342 reviews)
"Great hotel , the location is was great so close to everything we had planned"
United States
Daniel
The price is £163
includes taxes & fees
2 Jul - 3 Jul
Hyatt Place Chicago/Downtown - The Loop

15. Level Chicago - River North

Level Chicago - River North
4.0 star property
18.9 mi from Highland Hills
9.2 out of 10, Wonderful, (1,019 reviews)
"Great place to stay!"
United States
Christie
The price is £211
includes taxes & fees
28 Jun - 29 Jun
Level Chicago - River North

16. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
18 mi from Highland Hills
9.0 out of 10, Wonderful, (1,289 reviews)
"Absolutely fantastic place to stay in Chicago for families!!! "
United States
Heather
The price is £184
includes taxes & fees
5 Jul - 6 Jul
Hyatt House Chicago/West Loop-Fulton Market

17. 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, (1,002 reviews)
"Room was super clean, staff were friendly, and everything you need is in the room."
United States
Jorge
The price is £147
includes taxes & fees
1 Jul - 2 Jul
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55
3.0 star property
12.5 mi from Highland Hills
9.2 out of 10, Wonderful, (498 reviews)
"Friendly staff, good breakfast, everything was clean and comfortable."
United States
Marco
The price is £85
includes taxes & fees
16 Jun - 17 Jun
Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

19. 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, (3,808 reviews)
"Great visit!"
Canada
Kassidy
The price is £193
includes taxes & fees
2 Jul - 3 Jul
voco Chicago Downtown - Riverwalk by IHG

20. 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, (2,378 reviews)
"Very comfortable room and the breakfast buffet was very nice."
United States
David I
The price is £164
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Chicago Dwtn - The Mart by IHG
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 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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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?
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?
Members always get our best prices. Find our best Highland Hills hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in 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.