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1 Dec - 2 Dec
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2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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Top hotels and accommodation in Oak Park

Exterior detail
Carleton of Oak Park

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1023)
"Nice staff, clean room, comfy bed, nice bar/pub attached. "
United States
Jane
Carleton of Oak Park
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4.0 star property
Oak Park
9.8 out of 10, Exceptional, (119)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is AU$391
includes taxes & fees
2 Dec - 3 Dec
Harvey House Bed & Breakfast
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3147)
"Location was great "
United States
Hamik
The price is AU$191
includes taxes & fees
4 Dec - 5 Dec
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4858)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is AU$164
includes taxes & fees
7 Dec - 8 Dec
River Hotel
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2174)
"Great stay "
United States
Melinda
The price is AU$175
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2955)
"Great location!!"
United States
sarah e
The price is AU$161
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2340)
"Clean Rooms & very nice staff"
United States
Teresa
The price is AU$234
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (4225)
"Great location. "
United States
Rodger
The price is AU$143
includes taxes & fees
9 Dec - 10 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4103)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is AU$192
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1734)
"The location was great!!"
United States
Yvette
The price is AU$228
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Chicago West Loop by IHG
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, (2265)
"Room was spotless…staff was great!"
United States
Tamika
The price is AU$217
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (347)
"love this place definitely coming back !"
United States
Dayanara
The price is AU$113
includes taxes & fees
8 Dec - 9 Dec
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2621)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is AU$147
includes taxes & fees
11 Dec - 12 Dec
Freehand Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3423)
"Great stay!"
United States
Rose
The price is AU$149
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9684)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is AU$174
includes taxes & fees
6 Dec - 7 Dec
Congress Plaza Hotel
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2102)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1020)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is AU$182
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2894)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is AU$206
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2644)
"Enjoyed my stay here. "
United States
Vai
The price is AU$203
includes taxes & fees
1 Jan - 2 Jan 2026
La Quinta Inn & Suites by Wyndham Chicago Downtown
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2118)
"Great place to stay."
United States
Aaron
The price is AU$229
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
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

Great weekend hotel deals in Oak Park, IL

Showing deals for:12 Dec - 14 Dec

Image gallery for Modern Victorian Vibes ❤️ | Character & Charm

Terrace/patio

Modern Victorian Vibes ❤️ | Character & Charm

Oak Park
10/10Exceptional (26 reviews)
6% off
Price is AU$1,692
for 2 nights, 1 home
AU$846 per night
includes taxes & fees
Modern Victorian Vibes ❤️ | Character & Charm
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Stay near popular Oak Park attractions

Dinner at the Hemingway Bistro in the lower level of The Write Inn. Built in 1926, it was one of the places that Hemmingway hung out. This phylo pouch was filled with spinach, mushroom pate, roasted red peppers and goat cheese, set in a bed of garlic sauce and tied up with a leek. I scrimp on breakfast and lunch to feel less guilty about splurging on dinner. It was also a perfect end to my day of touring Frank Lloyd Wright homes in Oak Park.
Photo by heather daveno
Open Photo by heather daveno

Frank Lloyd Wright Historic District

4.3/5 (12 reviews)
Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.
See properties
Ernest Hemingway Museum and House showing heritage elements

Ernest Hemingway Museum and House

3.6/5 (5 reviews)
A captivating insight into the life and work of the Nobel Prize-winning author and one of the true giants of American literature.
See properties

Learn more about Oak Park

Frank Lloyd Wright's stunning homes and Ernest Hemingway's birthplace draw architecture and literary fans to this historic suburb. Explore the Wright Home and Studio tour, then stroll tree-lined areas where Prairie School buildings showcase revolutionary American design.

See all hotels in Oak Park
Unity Temple showing a temple or place of worship, interior views and a city

Top Oak Park Hotel Reviews

Recent Reviews in Oak Park

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"This is by far my favorite hotel ever. The history and architecture is amazing and staff is so polite and welcoming."
Melissa 1-night trip
Posted 2 days ago
Congress Plaza Hotel

More cheap accommodation in Oak Park

More cheap accommodation in Oak Park

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
The price is AU$72 per night from 1 Jan to 2 Jan
AU$72
1 Jan - 2 Jan 2026
includes taxes & fees
7.8/10 Good! (1,136 reviews)

Frequently asked questions

What's the best place for a stay in Oak Park?
Harvey House Bed & Breakfast is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Carleton of Oak Park is another favourite option for your trip based on traveller reviews. See all available top hotels, or vacation rentals in Oak Park.
What are some of the best holiday rentals that Oak Park has to offer?
LakeHouse: This holiday home rental outside of Oak Park is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Oak Park.
If I need to cancel my hotel reservation in Oak Park, will I receive a refund?
Yes! Most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Oak Park.
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. See all boutique hotels in Oak Park.
What are some accommodation options with pools in Oak Park?
Palmer House a Hilton Hotel: Hotel steps from State Street. Features a full-service spa, an indoor pool and a 24-hour fitness centre. Embassy Suites by Hilton Chicago Downtown River North and InterContinental Chicago Magnificent Mile by IHG are two additional hotels with an on-site pool. View all hotels with pools in Oak Park.
What is staying in Oak Park like?
Families will find child-friendly activities in Oak Park, and visitors give high marks for the top-notch restaurants and shopping. Tourists who journey to this walkable city can discover its architecture, cafes and local tours. Wrigley Field, Michigan Avenue and United Center are some of the top sights around the area. In Oak Park, there are 100 hotels and other accommodation options to choose from. Find out more about Oak Park.
What is there to see in Oak Park?
Cultural venues include Ernest Hemingway Museum and House, Madison Street Theatre and Pleasant Home. Landmarks like Frank Lloyd Wright Historic District, Unity Temple and Moore House might be worth a visit. Additionally, you'll find Wrigley Field and Michigan Avenue in the area. Take a look at what more there is to see and do in Expedia's Oak Park guide.
How can I get around Oak Park?
Take advantage of metro transport at 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. If you want to venture out around the area, you may want a rental car in Oak Park for your journey.
What's the seasonal weather in Oak Park?
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.

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