Find Boutique Hotels in Oak Park, IL

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Check availability on Oak Park Boutique Hotels

Tonight
Dec 6 - Dec 7
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Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top 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, (1002)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
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, (3783)
"Great location "
United States
Carlos
The price is NT$2,391
NT$2,807 total
includes taxes & fees
Dec 8 - Dec 9
The Whitehall Hotel, BW Premier Collection
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3139)
"Amazing and will be staying again!"
United States
Angie
The price is NT$2,924
NT$3,432 total
includes taxes & fees
Jan 5 - 2026/1/6
Eurostars Magnificent Mile
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2301)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is NT$3,218
NT$4,777 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

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1106)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is NT$2,974
NT$3,491 total
includes taxes & fees
Jan 4 - 2026/1/5
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3337)
"I loved the location."
United States
Laura
The price is NT$4,403
NT$5,168 total
includes taxes & fees
Jan 2 - 2026/1/3
L7 Chicago by LOTTE
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, (1003)
"Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great."
United States
James
The price is NT$4,077
NT$5,701 total
includes taxes & fees
Dec 28 - Dec 29
Staypineapple, An Iconic Hotel, The Loop
Lobby sitting area
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, (2424)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1417)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is NT$5,592
NT$7,628 total
includes taxes & fees
Dec 8 - Dec 9
Virgin Hotels Chicago
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1032)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
The price is NT$3,184
NT$3,737 total
includes taxes & fees
Jan 4 - 2026/1/5
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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Thank to Mr.Robert for getting a good room with a beautiful view of the river "
Armando 4-night trip
Posted 9 hours ago
The Royal Sonesta Chicago Downtown

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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.