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Hillside Hotels from S$75

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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, (1008)
"Clean, safe and affordable place to stay for the night. "
The price is S$153
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$137
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Chicago Hillside

MainStay Suites Chicago Hillside

2.5 star property
6.4 out of 10, (1002)
"Front desk was amazing will stay here again "
The price is S$118
includes taxes & fees
14 Jul - 15 Jul
MainStay Suites Chicago Hillside

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3026)
"Enjoyed the stay "
The price is S$215
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4322)
"The hotel was great from the staff to the location "
The price is S$223
includes taxes & fees
6 Jul - 7 Jul
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1896)
"Nice location Room was clean and had everything we needed "
The price is S$267
includes taxes & fees
13 Jul - 14 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1219)
"Easy check in and check out, close to a lot of restaurants, very walkable! "
The price is S$253
includes taxes & fees
6 Jul - 7 Jul
Crowne Plaza Chicago West Loop by IHG

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1005)
"Reasonably priced, cleanliness of room, restaurant and bar within, and staff was friendly. Would highly recommend this Hotel! "
The price is S$165
includes taxes & fees
6 Jul - 7 Jul
Best Western River North Hotel

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2746)
"Good location, comfortable bed, staff very nice and helpful!"
The price is S$200
includes taxes & fees
7 Jul - 8 Jul
Aloft Chicago Mag Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3478)
"Great location and the reception desk was very professional. "
The price is S$232
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8876)
"Great location, beautiful hotel "
The price is S$214
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1008)
"Nice place to stay"
The price is S$248
includes taxes & fees
8 Jul - 9 Jul
Holiday Inn & Suites Chicago - Downtown by IHG

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3282)
"Perfect stay and great customer service "
The price is S$202
includes taxes & fees
7 Jul - 8 Jul
citizenM Chicago Downtown

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2014)
"Stayed many times, great fun!"
The price is S$204
includes taxes & fees
27 Jul - 28 Jul
Freehand Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2043)
"Amazing stay"
The price is S$323
includes taxes & fees
13 Jul - 14 Jul
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, (2414)
"Great hotel"
The price is S$237
includes taxes & fees
6 Jul - 7 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1769)
"Love our stay here "
The price is S$304
includes taxes & fees
4 Aug - 5 Aug
Palmer House a Hilton Hotel

Comfort Inn & Suites Arlington Heights - Schaumburg

3.0 star property
8.4 out of 10, Very good, (467)
"Great place to stay thank you so much "
The price is S$157
includes taxes & fees
6 Jul - 7 Jul
Comfort Inn & Suites Arlington Heights - Schaumburg

Hyatt Place Itasca

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great stay."
The price is S$146
includes taxes & fees
28 Jul - 29 Jul
Hyatt Place Itasca

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2230)
"Great place to stay!"
The price is S$160
includes taxes & fees
6 Jul - 7 Jul
Travelodge by Wyndham Downtown Chicago
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Family-friendly hotels in Hillside you'll enjoy

These apart-hotels in Hillside may fit your trip

Check out hotels with a spa in Hillside

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.

Learn more about Hillside

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

Photo by Off The Beaten Track
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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 Navy Pier. 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.