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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
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Oak Park romantic hotels

Interior
Pool
Private kitchen
Interior

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
United States
Brian W.
€321
includes taxes & fees
23 Sept - 24 Sept
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
View all properties

Top Oak Park Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room was clean, bathroom was old and a bit smelly. Was fine for the one night we were there - a bit pricey tho"
Alexis 1-night trip
Posted 4 hours ago
Congress Plaza Hotel
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Perfect location, within walking distance of so many shops and restaurants. Beautiful view from the river view rooms. Staff are so helpful with unloading and loading your vehicle and getting your luggage up to your room. Valet is easy and convenient."
KINYATA 2-night trip
Posted 5 hours ago
The Royal Sonesta Chicago Downtown
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"The room was perfect and the staff is so nice and helpful! The parking was pretty expensive but understandable. There is a chipotle connected which was perfect for when we wanted to grab a quick dinner! Last thing is that breakfast ended at 9 am which was quite early for us who had stayed out late so I wish it was until at least 10 am"
Janelle 2-night trip
Posted 6 hours ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Wade

The Wade

8/10 Good
"The pool is not an accessible pool. Fab view of Navy Pier!"
Karianne 1-night trip
Posted 6 hours ago
The Wade
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Loved this hotel, great location and wonderful accommodations, just perfect"
Laura 1-night trip
Posted 6 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Staff was very helpful, loved that you needed your key to get in past a certain time. We did slightly wierded out when staff came by on our first day, knocked and then immediately opened our door. A nice gesture was offered but it was something we didn't expect to happen. Other than that, we were close the buses and trains. Plenty of food options within walking distance."
Sarah 3-night trip
Posted 7 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Chicago

Hilton Chicago

10/10 Excellent
"I loved the roof top outdoor area . The pool and spa as well as work out area were top notch"
Alana 1-night trip
Posted 7 hours ago
Hilton Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Right in the middle of everything, excellent location with great food and bar right in the hotel."
Darren 3-night trip
Posted 7 hours ago
Hyatt Regency Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great hotel in an excellent location, close to the Riverwalk and within walking distance of so many attractions. The hotel was quiet, clean, and nicely updated. We especially enjoyed the amenities and the really nice-sized pool. Overall, a great place to stay and explore Chicago!"
gabriela 4-night trip
Posted 9 hours ago
InterContinental Chicago Magnificent Mile by IHG

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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