A cityscape with tall buildings, a river, and a bridge at dusk.

Boutique Hotels in Oak Park

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Check availability on Oak Park Boutique Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
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.

1. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
S$174
includes taxes & fees
28 Oct - 29 Oct
Carleton of Oak Park
A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.
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.
A bedroom with a large bed, a bench, a patterned curtain, and a floor lamp.

2. The Golden Arm

The Golden Arm
West Town
United States
Freda
S$299
includes taxes & fees
15 Oct - 16 Oct
The Golden Arm
A rooftop lounge with a fire feature, seating, and a city view.
A gym with treadmills and exercise equipment, wooden walls, and a large window.
The entrance of Hotel Lincoln with a clear sign above the doors and a cyclist passing by.
A hotel lobby with a reception desk, leather seating, a patterned rug, and a wall with various artworks.

3. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Daniel
S$220
includes taxes & fees
2 Nov - 3 Nov
Hotel Lincoln
A hotel room with a bed, a desk, a television, and a window with a view of buildings.
The Willows Hotel with a classical facade, arched windows, and a signboard.
A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.
A well-appointed lounge area with a fireplace, leather armchairs, and a checkered floor.

4. The Willows Hotel

The Willows Hotel
Lakeview
United States
John S
S$181
includes taxes & fees
9 Nov - 10 Nov
The Willows Hotel
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.
A cozy lounge area with leather sofas, a central coffee table, and a fireplace.
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.

5. The Majestic Hotel

The Majestic Hotel
Lakeview
United States
Toby
S$212
includes taxes & fees
8 Nov - 9 Nov
The Majestic Hotel
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.
A hotel room with a bed, desk, lamp, and a wall with a handprint design.
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.

6. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
alex
S$221
includes taxes & fees
10 Nov - 11 Nov
ACME Hotel Chicago, Outset Collection by Hilton
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.
A bar area with a long counter, multiple liquor bottles, and a variety of glasses.
A restaurant with booths and tables, a television on the wall, and a view of the street outside.

7. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Mario
S$261
includes taxes & fees
3 Nov - 4 Nov
Hilton Vacation Club Hotel Blake Chicago
A bar area with a long counter, bar stools, and a mirrored wall.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
KURT
S$182
includes taxes & fees
9 Nov - 10 Nov
The Whitehall Hotel, BW Premier Collection
A room with two chairs and a small table, a large window with a city view at night.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A modern hotel lobby with a large window, seating area, and a reception desk.
A bar area with a long counter, multiple stools, and a television screen.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Will
S$219
includes taxes & fees
1 Nov - 2 Nov
Eurostars Magnificent Mile
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A modern interior with wooden flooring, black furniture, and large windows offering city views.
A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

10. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
United States
Giana
S$329
includes taxes & fees
8 Nov - 9 Nov
Hotel 505 River North
View all properties

Top Oak Park Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"It's a good and comfortable place in Chicago"
Cecilia 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 13 hours ago
The Godfrey Hotel Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Always a lovely stay"
Susan 2-night trip
Posted 16 hours ago
Hyatt Regency Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Room was clean and as described in photos"
Joanna 3-night trip
Posted 17 hours ago
Sports Illustrated Resorts Chicago
River Hotel

River Hotel

10/10 Excellent
"It was clean and convenient. The staff was excellent, Pedro was very helpful as we navigated the city. There were not a lot of amenities, but that was ok as we were aware of that when we booked. The lounge on the second floor was very comfortable with an espresso machine 24 hours."
Catherine 3-night trip
Posted 19 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, 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?
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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