A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Hillside Hotels from S$126

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Hillside hotels

Exterior detail

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,076 reviews)
"Excellent location……grabbed the metro each day into downtown."
United Kingdom
christine
The price is S$154
includes taxes & fees
27 Jul - 28 Jul
Carleton of Oak Park
Exterior

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3.0 star property
Des Plaines
8.8 out of 10, Excellent, (1,924 reviews)
"The breakfast was great!"
United States
Shana
The price is S$174
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Lobby

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, (2,886 reviews)
"Great stay"
United States
Keisha
The price is S$126
includes taxes & fees
3 Aug - 4 Aug
SureStay Plus Hotel by Best Western Chicago Lombard
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,191 reviews)
"Great location, affordable, comfortable bed, great air conditioning and plenty of hot water great water pressure in the shower."
United States
Traci
The price is S$239
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago
Restaurant

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
Downtown Chicago
7.0 out of 10, Good, (9 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is S$230
includes taxes & fees
19 Jul - 20 Jul
FOUND Hotels, Chicago, Series by Marriott
Lobby

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,832 reviews)
"I enjoyed my stay"
United States
Eric
The price is S$249
includes taxes & fees
3 Aug - 4 Aug
Hyatt Regency O'Hare Chicago
Lobby sitting area

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,065 reviews)
The price is S$186
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Chicago O'Hare – Rosemont by IHG
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,746 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is S$232
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection - Magnificent Mile
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,033 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is S$252
includes taxes & fees
12 Aug - 13 Aug
Warwick Allerton - Chicago
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,800 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is S$380
includes taxes & fees
9 Aug - 10 Aug
LondonHouse Chicago, Curio Collection by Hilton
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,295 reviews)
"Wonderful stay"
United States
Taylor
The price is S$285
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,743 reviews)
"Nice place to stay"
Australia
Anna
The price is S$250
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.6 out of 10, Good, (2,706 reviews)
"My stay was great! Staff was friendly and helpful."
United States
Danny
The price is S$269
includes taxes & fees
12 Aug - 13 Aug
Travelodge by Wyndham Downtown Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,332 reviews)
"I liked the ambiance of the hotel, everyone was nice and it was very clean."
United States
Tanil
The price is S$296
includes taxes & fees
9 Aug - 10 Aug
The Godfrey Hotel Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,253 reviews)
"We’ve stayed there twice and probably will again."
United States
Ashley
The price is S$290
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,574 reviews)
"Clean rooms, friendly staff, great location!!"
United States
Aspen
The price is S$271
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago/Magnificent Mile Suites
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,922 reviews)
"The staff was always super helpful, our room was clean and very comfortable, the view to the lake was beautiful!"
United States
Raul
The price is S$259
includes taxes & fees
19 Jul - 20 Jul
The Wade
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,693 reviews)
"The property was amazing including the buffet breakfast."
United States
Gary
The price is S$336
includes taxes & fees
9 Aug - 10 Aug
Hotel Riu Plaza Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,349 reviews)
The price is S$287
includes taxes & fees
9 Aug - 10 Aug
River Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,527 reviews)
"Staff was very nice. Hotel is beautiful "
United States
Britney Q
The price is S$396
includes taxes & fees
6 Aug - 7 Aug
Palmer House a Hilton Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Hillside

This small village offers a peaceful escape with its charming Hillside Park and community events throughout the year. Grab a bite at local family restaurants before exploring nearby Forest Park's beautiful Concordia Cemetery or Oak Park's Frank Lloyd Wright attractions.

See all hotels in Hillside
A gravestone with the name Alphonse Capone, birth and death years, and the phrase "My Jesus Mercy".
Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Top Hillside Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Hotel is beautiful"
Charles 2-night trip
Posted less than an hour ago
Hyatt Regency Chicago

More cheap stays in Hillside

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL
The price is S$126 per night from 3 Aug to 4 Aug
S$126
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (2,886 reviews)

Frequently asked questions

What's the best place for a stay in Hillside?
Located 14.3 mi (22.9 km) from the heart of Hillside, The Chicago Hotel Collection Ambassador Gold Coast is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Omni Chicago Hotel and Congress Plaza Hotel. See all available top hotels, or vacation rentals in Hillside.
If I need to cancel my hotel reservation in Hillside, will I receive a refund?
Yes! The majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillside.
What is the top LGBTQ-friendly accommodation in Hillside?
Best Western Plus Chicago Hillside is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and Manor Motel By OYO Near Oak Brook/Chicago Westchester are other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Hillside.
What's the best dog-friendly place to stay in Hillside?
Best Western Plus Chicago Hillside is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. MainStay Suites Chicago Hillside is another option for you and your pet. See more pet-friendly hotel accommodations in Hillside.
What are some accommodation options with pools in Hillside?
Hilton Chicago/Magnificent Mile Suites: Hotel steps from 875 North Michigan Avenue. Features flat-screen televisions and an indoor pool. Also, another option that features an on-site pool is InterContinental Chicago Magnificent Mile by IHG. View all hotels with pools in Hillside.
What is staying in Hillside like?
Families will find child-friendly activities in Hillside, and visitors give high marks for the top-notch restaurants. Relaxing and welcoming, this city attracts tourists with its shopping and forests. Around the area, top sights include United Center, Wrigley Field and Michigan Avenue. In Hillside, there are 5 hotels and other accommodation options to choose from. Find out more about Hillside.
What is there to see in Hillside?
Notable places to visit in the wider area include United Center, Wrigley Field and Michigan Avenue. You'll also find Soldier Field and Navy Pier in the area. Take a look at what more there is to see and do in Expedia's Hillside guide.
What's the seasonal weather like in Hillside?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillside are January, November, February and December, with each month seeing an average of 13 cm of snowfall.

Explore a world of travel with Expedia