Oak Park Hotel Guide - Luxury Hotels in Oak Park, Chicago

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Our top choices for Oak Park luxury hotels

Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is €276
includes taxes & fees
27 May - 28 May
Harvey House Bed & Breakfast
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,506 reviews)
"I enjoyed this property and the view is top notch "
United States
beth
The price is €236
includes taxes & fees
25 May - 26 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,456 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
"room was comfortable"
Canada
Clarke
The price is €213
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,163 reviews)
"Our room was spotlessly clean, comfortable, and well-appointed, providing the perfect retreat after a busy day in the city."
United States
Anonymous traveller
The price is €235
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,837 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
"Enjoyed our stay. Views were amazing and location convenient. "
United States
Malinda
The price is €155
includes taxes & fees
25 May - 26 May
The Wade
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,126 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
"Rooftop deck, just a really nice example of understated luxury."
United States
Jennifer
The price is €316
includes taxes & fees
26 May - 27 May
Pendry Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,331 reviews)
"We felt like Royalty checking in. Raquel was polite and timely with our arrival and we Love our lake view room! Thanks Swissotel!!"
United States
Daniel
The price is €233
includes taxes & fees
27 May - 28 May
Swissotel - Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,462 reviews)
"Or, if you would rather be super posh, they have valet service."
United States
Timothy
The price is €159
includes taxes & fees
3 Jun - 4 Jun
The Chicago Hotel Collection Ambassador Gold Coast
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,550 reviews)
"The hotel strikes the perfect balance between luxury and comfort, with a sleek design that feels upscale without being stiff."
United States
Dorian
The price is €166
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,165 reviews)
"Fantastic location across from quieter section of Grant Park/downtown. Absolutely spectacular view from 2 bedroom premium apartment. Gym was awesome, too! HIGHLY recommend this place!!!!!!"
United States
Janine
The price is €178
includes taxes & fees
26 May - 27 May
Sentral Michigan Avenue
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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

2/10 Terrible
"BEWARE: I booked and paid for this hotel a month in advance. My train was delayed a few hours, so I arrived at the hotel about 7pm. However, I completed an echeck-in at the hotels request at 1pm. Upon arriving, there was a short line of people waiting to check-in and they were upset and asking to speak with a manager. When I got to the counter with my 2 kids, I was told they sold my room and there wasn't anything available for us. And on top of that, the money I had paid for the 2 nights stay was not refunded yet. I had only taken a some money with me for our daily activities so I had to use our daily living money to pay for another room that was a 30 min drive outside of the city. Completely ruined the trip I had planned for my daughter's birthday. The young girls running the front desk showed no remorse at all for leaving us with no place to stay. Their reasoning was that the hotel had sold out by 2:30 even though check in wasn't until 4. I had to call Expedia to get my refund and the hotel told Expedia that they were experiencing some technical errors with their booking system. A complete lie. So beware if this hotel. A reservation and prepaid room mean nothing. They will leave you on the streets of Chicago without blinking their eyes. Shameful . They sent me a text, while I was sitting in their lobby trying to figure out where I could stay on the money I had left ."
Bobbie 2-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Oak Park?
Use Expedia and let us help you arrange a flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare International Airport (ORD) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Oak Park has to offer. While you're visiting, you might want to think about enjoying the architecture and tours, which Oak Park is known for.
When can I expect good weather in Oak Park?
Planning for the weather is an important factor for making your trip to Oak Park a success, especially when you're splurging. 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 there to see and do in Oak Park?
Experience Oak Park with a stop at Ernest Hemingway Museum and House, Frank Lloyd Wright Historic District and Madison Street Theatre. If you have spare time during your trip, you might want to make a stop at Oak Park Conservatory and Frank Lloyd Wright Home and Studio.
How can I get around Oak Park?
It's easier to get around town in style when you know your options. Nearby metro stations include Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). To venture out into the surrounding area, take a train from Oak Park Station.

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