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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, (1,035 reviews)
"Check in was easy, room was clean, it was quiet and location was convenient."
United States
Barbara
The price is ₹11,661
₹12,942 total
includes taxes & fees
5 Jul - 6 Jul
Carleton of Oak Park
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,638 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is ₹15,243
₹18,123 total
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile
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, (1,090 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is ₹13,242
₹18,570 total
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,938 reviews)
"Nice location and friendly staff"
United States
James
The price is ₹13,262
₹15,767 total
includes taxes & fees
30 Jun - 1 Jul
The Whitehall Hotel, BW Premier Collection
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, (1,561 reviews)
"Enjoyed our stay"
United States
keary
The price is ₹15,209
₹18,082 total
includes taxes & fees
30 Jun - 1 Jul
The Chicago Hotel Collection - Magnificent Mile
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,299 reviews)
"Always love the Ivy Hotel and always a good choice!"
United States
Cindy
The price is ₹12,890
₹15,132 total
includes taxes & fees
6 Jul - 7 Jul
Ivy Boutique Hotel
Studio, 2 Double Beds | Bathroom | Shower, free toiletries, hair dryer, towels

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,416 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is ₹16,886
₹22,794 total
includes taxes & fees
30 Jun - 1 Jul
Sports Illustrated Resorts Chicago
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, (1,256 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is ₹15,167
₹18,032 total
includes taxes & fees
5 Jul - 6 Jul
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (119 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is ₹13,938
₹19,969 total
includes taxes & fees
1 Jul - 2 Jul
The Talbott, Autograph Collection
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,182 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is ₹13,686
₹16,271 total
includes taxes & fees
1 Jul - 2 Jul
Central Loop 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.
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Top Oak Park Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Jody 4-night trip
Posted 2 hours ago
River Hotel

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, Michigan Avenue and Soldier Field. You might also want to see noteworthy spots like Navy Pier, United Center and Art Institute of Chicago 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.