Boutique Hotels in Oak Park

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Check availability on Oak Park Boutique Hotels

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

Our top choices for Oak Park boutique hotels

Exterior detail

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,011 reviews)
"The hotel is darling, good vibes, clean room, plenty of pillows & towels, staff friendly and available. Great location as well. Great stay! "
United States
Megan
The price is S$170
includes taxes & fees
3 Jun - 4 Jun
Carleton of Oak Park
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,598 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is S$304
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile
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, (1,493 reviews)
"Great stay"
United States
Ontario
The price is S$231
includes taxes & fees
14 Jun - 15 Jun
The Chicago Hotel Collection - Magnificent Mile
Lobby

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, (2,739 reviews)
"loved my stay!"
United States
Moonda
The price is S$237
includes taxes & fees
29 Jun - 30 Jun
Hotel Felix River North/Magnificent Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,281 reviews)
"Happy with our stay!"
United States
Jennifer
The price is S$265
includes taxes & fees
29 Jun - 30 Jun
Ivy Boutique Hotel
Bathroom

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,392 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is S$360
includes taxes & fees
28 Jun - 29 Jun
Sports Illustrated Resorts Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,078 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is S$249
includes taxes & fees
1 Jul - 2 Jul
Staypineapple, An Iconic Hotel, The Loop
Exterior

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, (1,253 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is S$254
includes taxes & fees
1 Jul - 2 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,617 reviews)
"Loved the hotel and staff"
United States
Jasmine
The price is S$343
includes taxes & fees
28 Jun - 29 Jun
The Royal Sonesta Chicago River North
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (117 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is S$331
includes taxes & fees
28 Jun - 29 Jun
The Talbott, Autograph Collection
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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Top Oak Park Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Great location!!!"
Kayla 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

What's the best boutique-style accommodation in Oak Park?
Carleton of Oak Park is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars.
What's there to see and do in Oak Park?
The shopping, restaurants and cafes are just some of the things to enjoy while you're in the area. Favorite activities and sights around Oak Park include Wrigley Field, Navy Pier and United Center. You might also want to see places such as Michigan Avenue, Ernest Hemingway Museum and House and Madison Street Theatre during your trip.
What kind of weather should I plan for when I travel to Oak Park?
Understanding the weather in Oak Park 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. Average annual precipitation for Oak Park is 1207 mm.
What's the best way to get to my boutique hotel in Oak Park?
You have a few options for getting to and around Oak Park. The closest major airport is Chicago Midway Airport (MDW), which is located 7 mi (11.3 km) from the heart of the city, but Chicago O'Hare International Airport (ORD) may also be an option. You can walk to nearby metro stations including Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). If you want to venture outside the area, hop aboard a train at Oak Park Station.

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