Find Romantic Hotels in Oak Park, IL

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Pick from 3 Oak Park Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Carleton of Oak Park
Exterior detail
Carleton of Oak Park
3.0 star property
9.0 out of 10, Wonderful, (1003)
"The Carleton is a lovely old place in an excellent location. You are steps from all that downtown Oak Park has to offer as well as the Green Line for trips into Chicago. It's a bit run down and could have been a bit cleaner. I appreciated the larger room with the kitchenette. "
The price is SAR 511
SAR 567 total
includes taxes & fees
18 Nov - 19 Nov
Carleton of Oak Park
Harvey House Bed & Breakfast
Interior
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (104)
"Awesome, comfortable stay good food options would recommend "
The price is SAR 868
SAR 963 total
includes taxes & fees
19 Nov - 20 Nov
Harvey House Bed & Breakfast
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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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.