Find Romantic Hotels in Oak Park, IL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Oak Park Romantic Hotels

Next weekend
In two weeks

Top Oak Park Romantic Hotels

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1021)
"Nice staff, clean room, comfy bed, nice bar/pub attached. "
United States
Jane
Carleton of Oak Park

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 NT$7,251
NT$8,047 total
includes taxes & fees
Dec 1 - Dec 2
Harvey House Bed & Breakfast

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2096)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3414)
"Great stay!"
United States
Rose
The price is NT$2,615
NT$3,070 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1917)
"Awesome staff and great location "
United States
Luis C
The price is NT$2,615
NT$3,807 total
includes taxes & fees
Dec 7 - Dec 8
The Godfrey Hotel Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2988)
"Great stay"
Canada
Lorrington Ashford
The price is NT$2,446
NT$3,792 total
includes taxes & fees
Dec 21 - Dec 22
Swissotel - Chicago

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5336)
"Nice staff A lot of restaurants and stores near the hotel Good breakfast "
United States
Viviana Velazquez
The price is NT$2,888
NT$3,390 total
includes taxes & fees
Dec 7 - Dec 8
Embassy Suites by Hilton Chicago Downtown River North

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2949)
"Great location!!"
United States
sarah e
The price is NT$2,825
NT$3,316 total
includes taxes & fees
Dec 7 - Dec 8
Aloft Chicago Mag Mile

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3102)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is NT$3,579
NT$5,205 total
includes taxes & fees
Dec 28 - Dec 29
The Royal Sonesta Chicago Downtown

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3024)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is NT$2,009
NT$3,280 total
includes taxes & fees
Dec 22 - Dec 23
Warwick Allerton - Chicago
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.

Top Oak Park Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Oak Park?
Are you and your partner looking for a romantic escape? 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 neighborhood 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, check out these details about year-round temperatures in Oak Park: The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Oak Park is 48 inches.
What is there to do in Oak Park?
There's nothing better than wandering around 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 getaway go off without a hitch: The closest major airport is Chicago Midway Airport (MDW), located 7 mi (11.3 km) from the city center. Nearby metro stations include Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). If you want to venture outside of the area, hop aboard a train at Oak Park Station.