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Compare 26 B&B in Oak Park with updated reviews, rates, and availability.

The Villa Toscana
Lounge

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (509)
"Our stay was amazing. Centrally located on the Boystown district. We checked in late at night. We woke up and were freezing. We were a little concerned that we’d be cold the whole stay. We then found a space heater on our room which kept the room extremely room. Staff is very nice and knowledgeable of things to do and aee"
The price is SAR 162
SAR 341 total
includes taxes & fees
1 Jan - 2 January 2025
The Villa Toscana
Dorothy's
Room

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (11)
"UwU"
The price is SAR 143
SAR 299 total
includes taxes & fees
1 Jan - 2 January 2025
Dorothy's
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (337)
"I chose Rays s it was conveniently located near my client. A B&B would never be my choice for a business trip but I feel lucky I found this place. Great accommodations. Felt like a mini vacation. I’m returning when I can. "
The price is SAR 572
SAR 646 total
includes taxes & fees
16 Jan - 17 January 2025
Ray's Bucktown B&B
The Sono Chicago
Room

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (440)
"The Sono Chicago was a dream! Staff & Owner were friendly, accommodating, and gave great advice for dining & entertainment. Our bed was comfortable, bathroom was luxurious, and the balcony was fun for morning coffee. There is a nice rooftop area with seating and fire tables where you can relax/socialize. Parking was convenient and FREE! I def recommend The Sono Chicago!"
The price is SAR 500
SAR 587 total
includes taxes & fees
1 Jan - 2 January 2025
The Sono Chicago
The Publishing House B&B
Fireplace

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (163)
"We absolutely loved our stay. The breakfast was amazing and the staff were great. We can’t wait to come back."
The price is SAR 596
SAR 673 total
includes taxes & fees
23 Jan - 24 January 2025
The Publishing House B&B
Harvey House Bed & Breakfast
Interior

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (107)
"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
30 Dec - 31 Dec
Harvey House Bed & Breakfast
Wicker Park Inn
Room

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 687
SAR 806 total
includes taxes & fees
5 Jan - 6 January 2025
Wicker Park Inn
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (472)
"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 532
SAR 838 total
includes taxes & fees
2 Jan - 3 January 2025
House 5863 - Chicago Bed and Breakfast
Villa D' Citta
Front of property

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (98)
"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
6 Jan - 7 January 2025
Villa D' Citta
Wrigleyville Suites Room 1
Bedroom with a queen-sized bed, patterned wallpaper, two windows with blinds, and a geometric rug on the floor.

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
A cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

Villa Dubois Guest Room 6

The price is SAR 400
SAR 747 total
includes taxes & fees
30 Dec - 31 Dec
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
A cozy and modern bedroom with brownish paper wall, a comfortable queen size bed, a large window with natural light, and stylish artwork.

Villa Dubois Guest House Room 5

The price is SAR 400
SAR 747 total
includes taxes & fees
30 Dec - 31 Dec
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 2
A simply furnished room with a plush armchair, a wooden table with and a framed painting on a blue ash paper wall.

Villa Dubois Guest House Room 2

The price is SAR 558
SAR 955 total
includes taxes & fees
30 Dec - 31 Dec
Villa Dubois Guest House Room 2
Dubois Guest House Room 101
Cozy bedroom with a patterned wallpaper wall, a queen sized bed with grey linens, a ceiling fan, a vanity area with a mirror and chair,and a window with white curtains.

Dubois Guest House Room 101

The price is SAR 314
SAR 640 total
includes taxes & fees
12 Jan - 13 January 2025
Dubois Guest House Room 101
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Dining Room

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!
Dubois Guest House Room 201
Cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

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 477
SAR 846 total
includes taxes & fees
30 Dec - 31 Dec
Dubois Guest House Room 201
Dubois Guest House Room 202
Cozy bedroom with a patterned wallpaper wall, a large mirror, a queen size bed with grey linens, a bedside table with a lamp and towels, and a window with white curtains.

Dubois Guest House Room 202

The price is SAR 477
SAR 846 total
includes taxes & fees
30 Dec - 31 Dec
Dubois Guest House Room 202
Villa Dubois Guest House Room 4
A cozy and stylish bedroom with a comfortable bed, a patterned armchair, and a unique wall decoration.

Villa Dubois Guest House Room 4

The price is SAR 451
SAR 812 total
includes taxes & fees
30 Dec - 31 Dec
Villa Dubois Guest House Room 4
Dubois Guest House Room 203
Close view of bedroom with a patterned accent wall, a queen size bed with grey linens, a ceiling fan, a vanity area with a mirror and chair, and a window with white curtains.

Dubois Guest House Room 203

The price is SAR 568
SAR 974 total
includes taxes & fees
30 Dec - 31 Dec
Dubois Guest House Room 203
Room in Town house Rogers Park
Living area

Room in Town house Rogers Park

Room in Town house Rogers Park
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
Room

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

9.6 out of 10, Exceptional, (35)
"Had a great stay! Thank you!"
The price is SAR 323
SAR 725 total
includes taxes & fees
4 Jan - 5 January 2025
Chic Suite/Mins to L Train /Laundry/Free Parking
Cozy modern unit w/ easy access to downtown Chi
Living area

Cozy modern unit w/ easy access to downtown Chi

9.4 out of 10, Exceptional, (37)
"Me and my sons were in town for a football game and enjoyed our stay in this comfortable basement apartment. Oak Park is a great little suburb of Chicago with a great selections of restaurants and nearby shopping. The hosts were easy to communicate with when our code to get in the apartment didn’t work. World recommend this place for smaller parties 3-4 people and would stay here again."
Cozy modern unit w/ easy access to downtown Chi
Sentral Michigan Avenue
Garden

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (634)
"The view was excellent "
The price is SAR 412
SAR 594 total
includes taxes & fees
2 Jan - 3 January 2025
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, Mills Park and Oak Park Conservatory 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. Dorothy’s: 7 rooms. Situated 8.1 mi (13 km) from the heart of Oak Park. 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. The Sono Chicago: 7 rooms. Located 7.5 mi (12.1 km) from the core of Oak Park. Enjoy the rooftop terrace and fireplace in the lobby.
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.