A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.

Boutique Hotels in Oak Park

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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, (1,083 reviews)
"It is lovely place to stay."
United States
Barbara
The price is S$152
includes taxes & fees
16 Aug - 17 Aug
Carleton of Oak Park
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, (1,276 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is S$281
includes taxes & fees
9 Aug - 10 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,730 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is S$277
includes taxes & fees
16 Aug - 17 Aug
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, (1,758 reviews)
"Nice and comfortable place to stay"
Australia
Precious
The price is S$224
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection - 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, (1,145 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is S$357
includes taxes & fees
9 Aug - 10 Aug
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, (3,919 reviews)
"Great location, comfortable rooms, nice breakfast."
United States
Luis
The price is S$239
includes taxes & fees
10 Aug - 11 Aug
The Whitehall Hotel, BW Premier Collection
Champagne service

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
United States
Dominique
The price is S$313
includes taxes & fees
19 Jul - 20 Jul
The Buckingham Hotel
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,208 reviews)
"Great Place in Downtown for a couple of days stay"
United States
Sai Vineeth
The price is S$288
includes taxes & fees
16 Aug - 17 Aug
Central Loop Hotel
Bathroom

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,446 reviews)
"Clean rooms and friendly staff!"
United States
Anthony
The price is S$387
includes taxes & fees
9 Aug - 10 Aug
Sports Illustrated Resorts Chicago
Cocktail bar

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, (2,038 reviews)
"Great place to stay! Amazing location and love the decor!"
United States
Melissa
The price is S$281
includes taxes & fees
11 Aug - 12 Aug
ACME Hotel Chicago, Outset Collection by Hilton
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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"I got the best views from my window. The staff has been wonderful and helpful throughout the stay."
saivenkata nagasatya yasa 2-night trip
Posted 3 hours ago
Hyatt Regency Chicago

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 United Center, Wrigley Field and Michigan Avenue. You might also want to see places such as Soldier Field, Ernest Hemingway Museum and House and Pleasant Home 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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