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Boutique Hotels in Oak Park, Chicago

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Check availability on Oak Park Boutique Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Oak Park boutique hotels

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A residential street with a sidewalk, houses, and greenery.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
P7,656
P8,497 total
includes taxes & fees
Oct 4 - Oct 5
Carleton of Oak Park
A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.
A white door with a glass panel and a brass handle.
A modern kitchen with dark wood cabinets, a white countertop, and a built-in oven. There are two windows with patterned curtains, a stone accent wall, and a coffee maker on the counter.
A bedroom with a large bed, a bench, a chair, and a mirror.

2. The Golden Arm

The Golden Arm
West Town
United States
John
P12,448
P14,613 total
includes taxes & fees
Oct 12 - Oct 13
The Golden Arm
A rooftop lounge with a fire feature, seating, and a city view.
A hotel lobby with a reception desk, leather seating, a patterned rug, and a wall with various artworks.
The entrance of Hotel Lincoln with a clear sign above the doors and a cyclist passing by.
A staircase with a red wall adorned with various framed artworks.

3. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Daniel
P9,007
P12,198 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Lincoln
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
Front of property
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
John
P10,749
P12,780 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
A hotel room with a bed, a desk, a television, and a window with a view of buildings.
A well-appointed lounge area with a fireplace, leather armchairs, and a checkered floor.
A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.
The Willows Hotel with a classical facade, arched windows, and a signboard.

5. The Willows Hotel

The Willows Hotel
Lakeview
United States
John S
P7,516
P8,823 total
includes taxes & fees
Oct 25 - Oct 26
The Willows Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A hotel room with a large bed, a TV, a desk, and a chair.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

6. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
P6,859
P8,154 total
includes taxes & fees
Nov 1 - Nov 2
Central Loop Hotel
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.

7. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
P6,743
P10,099 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Felix River North/Magnificent Mile
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.
A cozy lounge area with green walls, wooden floors, and leather seating. There are tables and chairs arranged for dining and socializing.
A bar area with a dark blue brick wall, wooden slats, and a counter with two chairs.
A cozy lounge area with leather sofas, a central coffee table, and a fireplace.

8. The Majestic Hotel

The Majestic Hotel
Lakeview
United States
Michael
P9,520
P11,176 total
includes taxes & fees
Nov 1 - Nov 2
The Majestic Hotel
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.
A modern lounge with a green sofa, armchairs, a coffee table, and a piano.
A building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.

9. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Gabriela
P7,146
P8,496 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
A hotel bathroom with a large mirror, a sink, and a vanity.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.
A gym with various exercise equipment, including treadmills and weight machines.
A bakery display with pastries and a coffee shop sign in the background.

10. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Tasha Holmes
P12,077
P16,143 total
includes taxes & fees
Nov 1 - Nov 2
Sports Illustrated Resorts Chicago
View all properties

Top Oak Park Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"The building and rooms could stand some renovations - specifically the carpet and walls/plaster. There were also gnats and spiders in my room. Not an infestation but enough to be slightly annoying. Otherwise, the staff and amenities (especially the breakfast, drinks, and dinner credits) were great. It’s in a good location - very safe and walkable."
Roberta 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Amazing"
Darius 4-night trip
Posted 1 hour ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 2 hours ago
The Royal Sonesta Chicago Downtown
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Room is pretty dim, so you really have to utilize all the lights in the room for it to be bright! Gym on the second floor is very nice, bed is comfy, TV had local channels, really love the desk as I was able to study and get some admin work done. Overall good pick! There's free tea and water in lobby as needed."
Darnetta 2-night trip
Posted 2 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Clean and quite."
Jacqueline 3-night trip
Posted 3 hours ago
Sports Illustrated Resorts Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Great hotel - great rooms - nice restaurant and bar"
Carrie 1-night trip
Posted 8 hours ago
The Godfrey Hotel Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 2 days ago
Freehand Chicago

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, Soldier Field, and Navy Pier. You might also want to see places such as United Center, 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.

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