A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oak Park Luxury Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

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, (129 reviews)
The price is €263
includes taxes & fees
6 Jul - 7 Jul
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, (2,564 reviews)
The price is €290
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,880 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is €177
includes taxes & fees
6 Jul - 7 Jul
The Wade
2 restaurants; breakfast served

The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,508 reviews)
The price is €211
includes taxes & fees
6 Jul - 7 Jul
The Drake
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,835 reviews)
The price is €188
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,438 reviews)
The price is €219
includes taxes & fees
9 Jul - 10 Jul
Swissotel - Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,683 reviews)
The price is €171
includes taxes & fees
6 Jul - 7 Jul
Eurostars Magnificent Mile
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, (1,677 reviews)
The price is €150
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection Ambassador Gold Coast
View from property

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,156 reviews)
  • cleanliness
    Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
The price is €223
includes taxes & fees
5 Jul - 6 Jul
The Westin Michigan Avenue Chicago
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,200 reviews)
The price is €182
includes taxes & fees
7 Jul - 8 Jul
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.
View all properties

Top Oak Park Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"The hotel location was next to the blue line station the property was clean and all the staff was nice and helpful"
Jose 2-night trip
Posted 1 hour ago
Hyatt Regency O'Hare Chicago

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 Pleasant Home.
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.

Explore a world of travel with Expedia