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Compare 25 B&B in Oak Park with updated reviews, rates, and availability.

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (499)
"Stayed here twice. Both times was problem free and just as I expected. Location is prime. "
The price is SAR 143
SAR 318 total
includes taxes & fees
25 Nov - 26 Nov
The Villa Toscana

Old Chicago Inn

2.0 star property
7.4 out of 10, Good, (762)
"Wonderful alternative to usual hotel properties at comparable prices. "
Old Chicago Inn

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (470)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
The price is SAR 483
SAR 778 total
includes taxes & fees
26 Nov - 27 Nov
House 5863 - Chicago Bed and Breakfast

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (238)
"This was the second time that I stayed at this property. The rooms are so beautiful and all the people are so friendly. I love the area and easy access to parking, would definitely stay here again and again! :)"
The price is SAR 859
SAR 1,009 total
includes taxes & fees
25 Nov - 26 Nov
Wicker Park Inn

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (435)
"We absolutely loved staying here. Everything was clean and comfortable. Breakfast was lovely, and there were beverages and snacks available. Easy check in and out, easy parking, everything was smooth and wonderful. "
The price is SAR 496
SAR 582 total
includes taxes & fees
25 Nov - 26 Nov
The Sono Chicago

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (331)
"Great place to stay for solo or couples. Breakfast service is incredible. "
The price is SAR 540
SAR 610 total
includes taxes & fees
2 Dec - 3 Dec
Ray's Bucktown B&B

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (97)
"Unique experience staying within a block of DePaul School of Music. Lovely property with open kitchen and great breakfast/coffee. Nice outdoor area with fire pit. Stayed in Capone suite which was comfortable but noisy as it was downstairs just below the kitchen. Note that private bath is down the hall as this wasn’t explained well when I booked. Would stay again and I do recommend."
The price is SAR 773
SAR 907 total
includes taxes & fees
2 Dec - 3 Dec
Villa D' Citta

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (160)
"This was the nicest stay I have had in years. Felt like a weekend with your best friend and they are an excellent host. Every amenity and design of the place is well intentioned and thought out. I will definitely be back!"
The price is SAR 644
SAR 737 total
includes taxes & fees
22 Dec - 23 Dec
The Publishing House B&B

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (105)
"This is a beautiful little stay that feels like a walk back in time with a wonderful host Beth and delicious options for food and activities! We will be back "
The price is SAR 867
SAR 963 total
includes taxes & fees
25 Nov - 26 Nov
Harvey House Bed & Breakfast

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Dubois Guest House Room 201

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (134)
"Our family of 4 enjoyed our short stay here. Great location that has everything you need a walking distance away. Jon was great to communicate with."
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Villa Dubois Guest House Room 2

The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Villa Dubois Guest House Room 2

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
Wrigleyville Suites Room 1

Villa Dubois Guest Room 6

The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Villa Dubois Guest Room 6

Villa Dubois Guest House Room 5

The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Villa Dubois Guest House Room 5

Dubois Guest House Room 101

The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Dubois Guest House Room 101

Villa Dubois Guest House Room 4

The price is SAR 279
SAR 597 total
includes taxes & fees
25 Nov - 26 Nov
Villa Dubois Guest House Room 4

Charming 3 bedrooms Apartment at the Medical District

2.0 star property
10.0 out of 10, Exceptional, (2)
"The entire experience associated with this VRBO rental was excellent. The location was great - 15 mins to downtown McCormack Center. The street had plenty of parking and very quiet at night. There are plenty of restaurants within walking distance. The rental was very clean and stocked with the necessary items you would need during a stay. The check in process was easy and the host was quick to respond to text messages. Unit provided parking. I would rent this unit again."
Charming 3 bedrooms Apartment at the Medical District

Room in Town house Rogers Park

Room in Town house Rogers Park

Wrigleyville Suites Room 3

2.0 star property
Wrigleyville Suites Room 3
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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Other property types in Oak Park

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

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
Chic Suite/Mins to L Train /Laundry/Free Parking

Cozy modern unit w/ easy access to downtown Chi

9.4 out of 10, Exceptional, (34)
"Clean, exactly as described and reasonably priced. Also a great location to access public transit & lots of restaurants nearby. Had a great stay!"
Cozy modern unit w/ easy access to downtown Chi

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (592)
"Great stay. Will stay again!"
The price is SAR 405
SAR 585 total
includes taxes & fees
25 Nov - 26 Nov
Sentral Michigan Avenue
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.

Frequently asked questions

Searching for B&Bs in Oak Park?
Whether you’re passing through town and are looking for an accommodation that’s small and charming, or you’re traveling solo and hoping to get some local recommendations, B&Bs can be a great choice for many types of vacationers. While you’re enjoying your trip to Oak Park, Oak Park Conservatory and Mills Park are perfect spots to get in some fresh air and greenery.
Why consider B&Bs instead of traditional hotels?
With attentive service, opportunities to socialize with other guests, and of course a scrumptious breakfast, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Oak Park?
Below are some B&Bs in the area: Harvey House Bed & Breakfast: 5 rooms. 0.3 mi (0.5 km) from the heart of Oak Park. Enjoy the deli and unique décor. The Villa Toscana: 9 rooms. 8.1 mi (13 km) from the downtown core. Old Chicago Inn: 10 rooms. Situated 7.7 mi (12.4 km) from the heart of Oak Park. Enjoy the free full breakfast and fireplace in the lobby. Ray’s Bucktown B&B: 11 rooms. 5.8 mi (9.3 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. House 5863 - Chicago Bed and Breakfast: 7 rooms. Located 9.4 mi (15.2 km) from the core of Oak Park. Enjoy the designer toiletries and private yard.
When should I stay at a B&B in Oak Park?
When you’re dreaming of a stay in Oak Park, year-round temperatures and rainfall may be important factors to consider. 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?
Travelers enjoy Oak Park for its array of dining options and major shopping area. When you want to explore some cultural attractions on your trip, Ernest Hemingway Museum and House and Madison Street Theatre are worthy sites to check out. You might put Frank Lloyd Wright Historic District and Unity Temple on your list if you want to see more of the area.
How can I get to and around Oak Park?
Planning your excursions in and around Oak Park is easier with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7 mi (11.3 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 8.9 mi (14.4 km) away. You can take advantage of metro transit at Ridgeland Station (Green Line), Oak Park Station (Green Line), and Oak Park Station (Blue Line). To see more of the larger area, hop aboard a train at Oak Park Station.