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Boutique Hotels in Oak Park

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Check availability on Oak Park Boutique Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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 dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
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
Alan
S$156
includes taxes & fees
10 Sept - 11 Sept
Carleton of Oak Park
A hotel entrance with a marquee and string lights above the entrance.
A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.
A hotel entrance with a marquee, American flag, and a person standing in front.

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
S$275
includes taxes & fees
1 Sept - 2 Sept
Hilton Vacation Club Hotel Blake Chicago
A hotel bathroom with a large mirror, a sink, and a vanity.
A hotel with a classic facade, large windows, and a prominent entrance.
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 bakery display with pastries and a coffee shop sign in the background.

3. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
CHRISTIE
S$297
includes taxes & fees
1 Sept - 2 Sept
Sports Illustrated Resorts Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
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 hotel room with a large bed, a TV, a desk, and a chair.

4. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Yiyang
S$207
includes taxes & fees
31 Aug - 1 Sept
Central Loop Hotel
A room with two chairs and a small table, a large window with a city view at night.
A modern hotel lobby with a large window, seating area, and a reception desk.
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 bar area with a long counter, multiple stools, and a television screen.

5. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Tangela
S$267
includes taxes & fees
31 Aug - 1 Sept
Eurostars Magnificent Mile
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

6. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
TaShandra
S$183
includes taxes & fees
31 Aug - 1 Sept
The Chicago Hotel Collection - Magnificent Mile
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 building with a marquee sign reading 'ACME HOTEL COMPANY' and a 'VACANCY' sign.
A lounge area with a checkered floor, blue sofas, a bench, and a patterned coffee table.

7. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
United States
Roslyn
S$247
includes taxes & fees
7 Sept - 8 Sept
ACME Hotel Chicago, Outset Collection by Hilton
A bar area with a long counter, bar stools, and a mirrored wall.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.

8. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
nancy
S$211
includes taxes & fees
8 Sept - 9 Sept
The Whitehall Hotel, BW Premier Collection
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.

9. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
S$214
includes taxes & fees
31 Aug - 1 Sept
Ivy Boutique Hotel
A corridor with ornate black metal railings and a patterned carpet.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.

10. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Nathan
S$272
includes taxes & fees
7 Sept - 8 Sept
Staypineapple, An Iconic Hotel, The Loop
View all properties

Top Oak Park Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The hotel was exceptionally beautifully and the staff were so friendly and helpful. We were there for the BTS concert and the hotel went out of their way to make the space welcoming to Army (fans) by setting up a designated spot for photo ops and meet ups! They also played BTS music in the lobby to help foster a fun and exciting atmosphere. Besides the electric atmosphere, the hotel itself was comfortable with many amenities available. The rooms were spacious clean. It was centrally located and we were walking distance to many restaurants and tourist sites. It was my first time in Chicago and when I go back for a visit, the Hilton Chicago will be my first choice for accommodations"
Odelia 3-night trip
Posted 2 hours ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It’s clean, service is great, and close to Michigan avenue!"
Jacqueline 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Clean... great service.. rooms were dated"
Sadaf 2-night trip
Posted 5 hours ago
Fairmont Chicago at Millennium Park
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"My room was clean, the floor was quiet which means the soundproofing was good. The elevators were surprisingly fast given they have 34 floors. Staff were friendly and helpful. I felt prepared for my trip for that day."
Josephine 1-night trip
Posted 8 hours ago
Hyatt Regency Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Staff were amazing! Extremely helpful and accommodating, let us check in about 5 hours early. Definitely recommend"
Gabrielle 2-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Wade

The Wade

8/10 Good
"Great location, grew views of the lake, beds were comfortable"
Nikki 2-night trip
Posted 13 hours ago
The Wade
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great location very central"
Simon 3-night trip
Posted 1 day ago
Club Quarters Hotel, Central Loop, 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 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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