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Hillside Hotels from S$80

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Top 10 trending Hillside hotels

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2.5 star property
6.8 out of 10, (1003)
"Clean, safe and affordable place to stay for the night. "
The price is S$146
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Best Western Plus Chicago Hillside

3.0 star property
7.6 out of 10, Good, (1006)
"Quite and clean staff friendly."
The price is S$138
includes taxes & fees
9 Jul - 10 Jul
Best Western Plus Chicago Hillside

MainStay Suites Chicago Hillside

2.5 star property
6.4 out of 10, (1000)
"Front desk was amazing will stay here again "
The price is S$119
includes taxes & fees
29 Jun - 30 Jun
MainStay Suites Chicago Hillside

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4273)
"Great check-in and location."
The price is S$212
includes taxes & fees
29 Jun - 30 Jun
River Hotel

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3011)
"Its a nice hotel in a good location and you had a lots of options to choose from like the spa."
The price is S$218
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1871)
"Very nice hotel and very clean"
The price is S$229
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2752)
"Great hotel and location! "
The price is S$202
includes taxes & fees
7 Jul - 8 Jul
Aloft Chicago Mag Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1157)
"Great location "
The price is S$202
includes taxes & fees
2 Jul - 3 Jul
Crowne Plaza Chicago West Loop by IHG

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3422)
"Very pleasant stay"
The price is S$224
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1008)
"It was great experience there."
The price is S$155
includes taxes & fees
29 Jun - 30 Jun
Best Western River North Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1008)
"We would stay here again!"
The price is S$205
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn & Suites Chicago - Downtown by IHG

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8862)
"Great place to stay."
The price is S$216
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (1966)
"Great place "
The price is S$207
includes taxes & fees
3 Jul - 4 Jul
Freehand Chicago

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3209)
"Great place to be "
The price is S$185
includes taxes & fees
2 Jul - 3 Jul
citizenM Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2052)
"Amazing stay"
The price is S$281
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2399)
"Great place to stay when you're in Chicago! Great staff & location! Will definitely stay again! "
The price is S$198
includes taxes & fees
1 Jul - 2 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown

Comfort Inn & Suites Arlington Heights - Schaumburg

3.0 star property
8.4 out of 10, Very good, (432)
"Friendly staff and good value!"
The price is S$141
includes taxes & fees
24 Jun - 25 Jun
Comfort Inn & Suites Arlington Heights - Schaumburg

Hyatt Place Itasca

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay"
The price is S$166
includes taxes & fees
29 Jun - 30 Jun
Hyatt Place Itasca

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1839)
"Great place to stay."
Silversmith Hotel Chicago Downtown

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2218)
"Great place to stay!"
The price is S$143
includes taxes & fees
7 Jul - 8 Jul
Travelodge by Wyndham Downtown Chicago
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.
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Learn more about Hillside

Relaxing Hillside awaits: its dining, live music, forests and more!

Photo by Off The Beaten Track
Open Photo by Off The Beaten Track

Frequently asked questions

What's the best place for a stay in Hillside?

Best Western Plus Chicago Hillside is a favourite with Expedia customers. This hotel offers a restaurant and free parking. Reviews from our site also recommend Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and MainStay Suites Chicago Hillside as top choices for your trip. 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's the best accommodation option for a family holiday in Hillside?

Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt, an IHG Hotel is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Extended Stay America Suites Chicago Hillside is another good choice for your family trip. Also, attractions in the area such as Pinstripes and Edge Ice Arena are fun for children of all ages. Find more child-friendly accommodations in Hillside.

What is the top LGBTQ-friendly accommodation in Hillside?

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Best Western Plus Chicago Hillside 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?

MainStay Suites Chicago Hillside is a top hotel for people travelling with their pets, and offers laundry facilities and in-room kitchens for its human guests. Best Western Plus Chicago Hillside is another good option for a stay with your pet. See more pet-friendly hotel accommodations in Hillside.

What are some accommodation options with pools in Hillside?

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. View all hotels with pools in Hillside.

What is the best spa hotel in Hillside?

Best Western Plus Chicago Hillside is a top spa hotel featuring a restaurant, a fitness centre and a bar. Another popular spa hotel in Hillside is Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt, an IHG Hotel.

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 Wrigley Field, Michigan Avenue and Soldier Field. In Hillside, there are 4 hotels and other accommodation options to choose from. Find out more about Hillside.

What is there to see in Hillside?

A favourite place to visit is Fresh Meadow Golf Club. You'll also find Wrigley Field and Michigan Avenue 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.