Find Boutique Hotels in Oak Park, IL

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Check availability on Oak Park Boutique Hotels

Our top choices for Oak Park boutique hotels

Exterior detail
Carleton of Oak Park

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1007)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3160)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$2,920
NT$3,427 total
includes taxes & fees
Jan 13 - 2026/1/14
Eurostars Magnificent Mile
Bar (on property)
The Whitehall Hotel, BW Premier Collection

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, (3798)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is NT$2,388
NT$2,803 total
includes taxes & fees
Dec 16 - Dec 17
The Whitehall Hotel, BW Premier Collection
Dinner served, American cuisine
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1007)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is NT$3,338
NT$4,832 total
includes taxes & fees
Dec 28 - Dec 29
Staypineapple, An Iconic Hotel, The Loop
Breakfast, lunch, dinner served; American cuisine
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2319)
"Wonderful customer service, great location! "
United States
Michelle
The price is NT$3,463
NT$5,063 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

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, (1119)
"Amazing hotel "
United States
Alondra
The price is NT$2,970
NT$3,486 total
includes taxes & fees
Jan 4 - 2026/1/5
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby
Hotel Felix River North/Magnificent Mile

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, (2443)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
55-inch LCD TV with cable channels, TV, pay movies
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3367)
"I loved the location."
United States
Laura
The price is NT$4,396
NT$5,161 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1938)
"Great and comfortable place "
United States
Olu
The price is NT$2,310
NT$2,712 total
includes taxes & fees
Dec 28 - Dec 29
Central Loop Hotel
Bar (on property)
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1041)
"Staff was amazing! "
United States
Ahren
The price is NT$2,639
NT$3,098 total
includes taxes & fees
Jan 5 - 2026/1/6
Ivy Boutique 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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The room was very spacious, the hotel lobby and bar are beautiful. Staff is super friendly and helpful! Would definitely stay here again"
Kim 1-night trip
Posted 9 hours ago
Palmer House a Hilton Hotel

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Frequently asked questions

What's the best boutique accommodation in Oak Park?
Carleton of Oak Park is a favorite hotel with Expedia travelers 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 United Center. You might also want to see places such as Soldier Field, 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?
Getting an idea of what to expect from the weather in Oak Park is important when you plan your trip. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Oak Park is 48 inches.
What's the best way to get to my boutique hotel in Oak Park?
You have a few options for getting to 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 Intl. Airport (ORD) may also be an option. Walk to nearby metro stations like Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). If you want to venture outside of the area, ride aboard one of the trains from Oak Park Station.