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Our top choices for Hillside boutique hotels

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3,927 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is ₹6,883
₹8,081 total
includes taxes & fees
8 Feb - 9 Feb
The Whitehall Hotel, BW Premier Collection

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,192 reviews)
"Clean, great customer service, "
United States
Arturo
The Chicago Hotel Collection - Magnificent Mile

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,941 reviews)
"Very convenient place to stay friendly and helpful staff."
United States
Rick
The price is ₹7,468
₹8,766 total
includes taxes & fees
8 Feb - 9 Feb
ACME Hotel Chicago, Outset Collection by Hilton

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,541 reviews)
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
Hotel Felix River North/Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,206 reviews)
"Hotel staff are nice and the rooms are clean .. This hotel is close to everything , highly recommend."
United States
Maria Rochelle
The price is ₹8,610
₹10,108 total
includes taxes & fees
2 Mar - 3 Mar
Eurostars Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,009 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is ₹8,423
₹9,887 total
includes taxes & fees
1 Feb - 2 Feb
Central Loop Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,081 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,428 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is ₹10,459
₹15,221 total
includes taxes & fees
4 Feb - 5 Feb
The Royal Sonesta Chicago River North

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,160 reviews)
"Wonderful staff, close to number of attractions "
United States
Raju
The price is ₹8,523
₹10,005 total
includes taxes & fees
15 Feb - 16 Feb
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,003 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is ₹10,266
₹14,747 total
includes taxes & fees
6 Feb - 7 Feb
Staypineapple, An Iconic Hotel, The Loop
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.

Top Hillside Hotel Reviews

Frequently asked questions

What's there to see and do in Hillside?
The shopping and restaurants are just some of the things to enjoy while you're in the area. While you're out and about in Hillside, popular attractions like Wrigley Field, Michigan Avenue and Soldier Field are worth a visit. You might also want to see places such as Navy Pier, Drury Lane Theater and Ernest Hemingway Museum and House during your trip.
What kind of weather should I plan for when I travel to Hillside?
Getting an idea of what to expect from the weather in Hillside is important when planning your trip. 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.
What's the best way to get to my boutique hotel in Hillside?
You have a few options for travelling to and around Hillside. The closest major airport is Chicago O'Hare International Airport (ORD), which is located 6.9 mi (11 km) from the heart of the city, but Chicago Midway Airport (MDW) may also be an option. If you'd like to explore around the area, consider renting a car to explore more sights.

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