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Choose from 909 Highland Hotel Deals

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,078 reviews)
"Overall not a bad experience. Just rooms need to be cleaned much better. More attention to detail"

Reviewed on Jun 4, 2026

DoubleTree by Hilton Chicago - Alsip
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
  • 5 hours drive from Lake Michigan
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
9.4/10 Exceptional! (415 reviews)
"The stay was amazing. I would definitely recommend anyone to stay here while visiting Chicago. I do, however have some recommendations. Hotter water for the showers and microwaves for the rooms. If I am buying food from the hotel restaurants, and cannot finish it all, how am I to reheat my leftovers? ..."

Reviewed on Jun 6, 2026

Wind Creek Southland Casino and Hotel
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

3.5 out of 5
18501 Convention Center Drive Tinley Park IL
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
  • 5 hours drive from Lake Michigan
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...
7.4/10 Good! (344 reviews)
"Nice"

Reviewed on Jun 5, 2026

Motel 6 - Chicago, IL
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
  • 5 hours drive from Lake Michigan
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
6.8/10 (1,007 reviews)
"It's more than I expected for what I paid. They haven't renovated the pool yet but the rooms are updated and nice. The staff was very friendly and incredibly helpful. You can cast to the TV's from your phone which was great. I could just use all my regular streaming apps. Close enough to downtown ..."

Reviewed on Jun 6, 2026

Chicago Lake Shore Hotel
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
12801 South Cicero Alsip IL
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,172 reviews)
"We stay at the Baymont Every time we come to visit! Staff is great! Breakfast is good ! I just wish the hallway towards the end of the hotel has a bad smell! That are just needs some TLC! Besides that one thing, it’s a 9 out of 10"

Reviewed on Jun 5, 2026

Baymont by Wyndham Chicago/Alsip
Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
  • 5 hours drive from Lake Michigan
Stay at this hotel in South Holland. Enjoy free WiFi, free parking, and room service. Popular attractions Midwest Carvers Museum and Harvey Public Library are ...
6.2/10 (809 reviews)
"Okay!! hdbsjsbsbdbdbdjdjdndndbdbdbd"

Reviewed on Jun 1, 2026

Econo Lodge South Holland - Chicago Southland
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave Chicago IL
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (1,008 reviews)
"Good hotel, everything was as expected. Staff very helpful and friendly."

Reviewed on Jun 3, 2026

Hyatt Place Chicago-South/University Medical Center
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,349 reviews)
"Nice hotel, comfortable room, great food at the restaurant. Great water pressure in shower. I would definitely stay here again!"

Reviewed on Jun 7, 2026

Hilton Chicago/Oak Lawn
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
  • 5 hours drive from Lake Michigan
Book a stay at this beach hotel in East Chicago. Enjoy free parking, 5 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,018 reviews)
"I would love a microwave in the room."

Reviewed on Jun 6, 2026

Ameristar Casino Hotel East Chicago
Days Inn and Suites by Wyndham Hammond, IN

Days Inn and Suites by Wyndham Hammond, IN

2 out of 5
4000 Calumet Avenue Hammond IN
  • 5 hours drive from Lake Michigan
Book a stay at this business-friendly hotel in Hammond. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our ...
7.2/10 Good! (329 reviews)
"If you are looking for a place to stay that does not cost an arm and a leg and is about 20 minutes from Chicago, this is your place. Floor was dirty, bathroom was dirty, everything was old and dated. Absolutely zero towels by pool. Gives 3 towels in room when you make a reservation for 4 people. ..."

Reviewed on Jun 6, 2026

Days Inn and Suites by Wyndham Hammond, IN
 Kings Inn By OYO Calumet Park I-57

Kings Inn By OYO Calumet Park I-57

2.5 out of 5
12808 S Ashland Ave Calumet Park IL
  • 5 hours drive from Lake Michigan
Stay at this hotel in Calumet Park. Enjoy free WiFi, free parking, and room service. Popular attractions Harborside International Golf Center and Midwest Carvers ...
Kings Inn By OYO Calumet Park I-57
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.

Find cheap hotels in Highland

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How many hotels are there in Highland?

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