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

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Check availability on Oak Park Romantic Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Oak Park romantic hotels

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted 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
Brad
€121
includes taxes & fees
27 Oct - 28 Oct
Carleton of Oak Park
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.
A spacious living room with a fireplace, a piano, and a dining area with a table and chairs.
A neatly arranged bedroom with a large bed, bedside lamps, a nightstand, a dresser, and a built-in fireplace.
A cozy living room with a brown leather sofa, a matching ottoman, a wooden side table with a lamp, and a wooden chair with a book.

2. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
Oak Park
United States
Monica
€256
includes taxes & fees
5 Nov - 6 Nov
Harvey House Bed & Breakfast
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.
A dining table set with plates, glasses, and a vase of flowers.
A room with a wooden floor, a white closet with hanging clothes, a laundry cart, and a small table with a lamp.
A kitchen with white cabinets, a coffee maker, a microwave, and a recipe book.

3. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
United States
Michael
€218
includes taxes & fees
26 Oct - 27 Oct
Chic Suite/Mins to L Train /Laundry/Free Parking
A view of a historic building with a prominent tower, seen through a window with a view of trees and a building in the foreground.
A fenced tennis court with a bicycle parked nearby, surrounded by trees and a clear sky.
A two-story house with a porch, a chimney, and a brick wall.
A bedroom with a sloped ceiling, a bed with a blue quilt, a window with a view of trees, and a chair by the window.

4. The Oak Park Loft, Including Garage

The Oak Park Loft, Including Garage
Oak Park
United States
James
€348
includes taxes & fees
27 Oct - 28 Oct
The Oak Park Loft, Including Garage
A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, and a radiator.
A living room with a wooden floor, a round table, a rocking chair, a yellow armchair, and a black sofa.
A hallway with framed pictures on the wall and a wooden floor.
A large brick house with a central chimney, a paved driveway, and a well-maintained lawn with trees.

5. Top floor of Historic Oak Park Home /2 Car Garage

Top floor of Historic Oak Park Home /2 Car Garage
Oak Park
United States
Joan W.
€370
includes taxes & fees
25 Oct - 26 Oct
Top floor of Historic Oak Park Home /2 Car Garage
A white two-story house with a porch, steps, and a small table with chairs.
A neatly made bed with white bedding and a black decorative pillow, a bedside table with a glass lamp, and a framed picture of a landscape on the wall.
A stainless steel refrigerator with a built-in ice maker, a microwave, and a small oven.
An open door leading to a dining area with a table and chairs, a rug, and a hanging light fixture.

6. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
United States
Margaret L.
€607
includes taxes & fees
1 Nov - 2 Nov
Oak Park Victorian by FLW Studio
A lobby with a reception desk, patterned sofas, a glass-top table with a potted plant, and a decorative mirror.
A hotel room with a bed, a television, a desk, a chair, and a patterned carpet.
A conference room with a wooden door, two black office chairs, a black desk with a computer and printer, and two monitors on the wall.
A gym with treadmills, elliptical machines, and weight equipment.

7. Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside
Hillside
United States
Marquisha
€109
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus Chicago Hillside
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.
A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.
A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.
A restaurant with booths and tables, a television on the wall, and a view of the street outside.

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Mario
€183
includes taxes & fees
4 Nov - 5 Nov
Hilton Vacation Club Hotel Blake Chicago
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A modern interior with a wall-mounted fireplace and a decorative rock installation.
A modern bar area with a curved ceiling, wooden slats, and a bar counter with stools.
A restaurant interior with a stone accent wall, a bar area, and a seating section.

9. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Kasha
€223
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare Hotel
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A hotel room with a bed, a TV on a wooden dresser, a window with a view of a cityscape, and a lamp on the nightstand.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.

10. Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
United States
Gopal
€159
includes taxes & fees
31 Oct - 1 Nov
Renaissance Chicago O'Hare Suites Hotel
View all properties

Top Oak Park Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 8 hours ago
The Royal Sonesta Chicago Downtown
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Had a great stay and the staff was fantastic"
Christopher 1-night trip
Posted 9 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great location"
Farah 1-night trip
Posted 12 hours ago
Hyatt Regency Chicago
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 1 day ago
The Godfrey Hotel Chicago

Frequently asked questions

Searching for romantic hotels in Oak Park?
Are you looking for a romantic holiday? Our guests also love Oak Park for its array of dining options and major shopping area. You might consider checking out some of the nearby sights and attractions such as Ernest Hemingway Museum and House, Frank Lloyd Wright Historic District or Madison Street Theatre. If you'd like to stay close to a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Oak Park?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures 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.
What is there to do in Oak Park?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Oak Park. Couples looking for a little of everything will enjoy Oak Park for its restaurants, cafes and shopping. You might think about stopping by Ernest Hemingway Museum and House, Frank Lloyd Wright Historic District or Madison Street Theatre while you're seeing the sights.
What's the best way to get to Oak Park and around town during my romantic getaway?
These transportation options in Oak Park might help your romantic trip go off without a hitch: The closest major airport is in Chicago Midway Airport (MDW), located 7 mi (11.3 km) from the city centre. Walk to nearby metro stations such as Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). If you want to explore the larger area, hop on a train at Oak Park Station.

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