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Check availability on Oak Park Boutique Hotels

Our top choices for Oak Park boutique hotels

Exterior detail
Carleton of Oak Park

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1006)
"Very happy with stay. "
United States
william
Carleton of Oak Park
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3145)
"Great location "
United States
Christian
The price is ₹7,773
₹9,124 total
includes taxes & fees
11 Jan - 12 Jan 2026
Eurostars Magnificent Mile
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3792)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ₹6,887
₹8,084 total
includes taxes & fees
24 Dec - 25 Dec
The Whitehall Hotel, BW Premier Collection
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1005)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is ₹8,897
₹13,090 total
includes taxes & fees
1 Jan - 2 Jan 2026
Staypineapple, An Iconic Hotel, The Loop
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1115)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is ₹8,564
₹10,054 total
includes taxes & fees
11 Jan - 12 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3356)
"I loved the location."
United States
Laura
The price is ₹12,679
₹14,884 total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1039)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
The price is ₹8,309
₹9,754 total
includes taxes & fees
18 Dec - 19 Dec
Ivy Boutique Hotel
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2433)
"Staff was amazing! "
United States
Erica
Hotel Felix River North/Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1928)
"Great and comfortable place "
United States
Olu
The price is ₹6,692
₹7,856 total
includes taxes & fees
25 Dec - 26 Dec
Central Loop Hotel
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2309)
"Wonderful customer service, great location! "
United States
Michelle
The price is ₹9,986
₹14,601 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Royal Sonesta Chicago River North
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

River Hotel

River Hotel

10/10 Excellent
"The service and how attentive everyone was definitely stood out to me."
Susana 1-night trip
Posted 9 hours ago
River Hotel

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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, Michigan Avenue and United Center. You might also want to see places such as Soldier Field, 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.