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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 28 B&B in Oak Park with updated reviews, rates, and availability.

The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (542)
" This was a cute little suprise tucked in behind a row of store fronts in a busy area. It had a little courtyard which would be nice in warmer weather. There was plenty of grab and go food for breakfast. Overall, a pleasant find. However, there is a bright light that shines into room 8 in spite of curtain and a blackout shade might be a nice addition for that room. In addition, the check out maybe should be sent to people the night before as we left very early and had not received it yet....
The price is AED 107
AED 272 total
includes taxes & fees
9 Apr - 10 Apr
The Villa Toscana
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
10.0 out of 10, Exceptional, (169)
"Was surprisingly excellent "
The price is AED 742
AED 837 total
includes taxes & fees
21 Apr - 22 Apr
The Publishing House B&B
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (344)
"What a rad spot...great staff, A M A Z I N G breakfast (can I say Nutella and banana stuffed French toast?!), nice sauna on premise, clean rooms, so much to look at, and I parked in the garage! Will be back...daughters had a blast. "
The price is AED 603
AED 681 total
includes taxes & fees
10 Apr - 11 Apr
Ray's Bucktown B&B
Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.0 out of 10, Very Good, (26)
"We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!"
The price is AED 129
AED 279 total
includes taxes & fees
9 Apr - 10 Apr
Dorothy's
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (450)
"This bed and breakfast was an absolutely breathtaking gem that surpassed every expectation we had, delivering an experience that went well beyond what the photographs could capture. From the moment we arrived, we were struck by the stunning beauty of the place, which seemed to offer everything one could possibly desire in a cozy getaway. The owners were the epitome of hospitality—warm, welcoming, and genuinely sweet—always ready to lend a hand with anything we needed, whether it was local...
The price is AED 498
AED 585 total
includes taxes & fees
13 Apr - 14 Apr
The Sono Chicago
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (242)
"Very cute and dainty place to stay! Lovely staff! Very clean and homey! "
The price is AED 756
AED 888 total
includes taxes & fees
9 Apr - 10 Apr
Wicker Park Inn
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.2 out of 10, Wonderful, (99)
"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 AED 756
AED 888 total
includes taxes & fees
9 Apr - 10 Apr
Villa D' Citta
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (110)
"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 AED 848
AED 942 total
includes taxes & fees
22 Apr - 23 Apr
Harvey House Bed & Breakfast
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

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...
The price is AED 528
AED 924 total
includes taxes & fees
9 Apr - 10 Apr
Wrigleyville Suites Room 1
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 AED 766
AED 1,125 total
includes taxes & fees
4 May - 5 May
House 5863 - Chicago Bed and Breakfast
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
The price is AED 312
AED 640 total
includes taxes & fees
9 Apr - 10 Apr
Dubois Guest House Room 201
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is AED 273
AED 593 total
includes taxes & fees
21 Apr - 22 Apr
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is AED 288
AED 611 total
includes taxes & fees
15 Apr - 16 Apr
Villa Dubois Guest House Room 5
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is AED 273
AED 593 total
includes taxes & fees
9 Apr - 10 Apr
Dubois Guest House Room 101
Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

The price is AED 312
AED 640 total
includes taxes & fees
9 Apr - 10 Apr
Dubois Guest House Room 202
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is AED 312
AED 640 total
includes taxes & fees
9 Apr - 10 Apr
Villa Dubois Guest House Room 4
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is AED 312
AED 640 total
includes taxes & fees
9 Apr - 10 Apr
Villa Dubois Guest House Room 2
Room in Town house Rogers Park
Smart TV

Room in Town house Rogers Park

Room in Town house Rogers Park
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

The price is AED 377
AED 718 total
includes taxes & fees
9 Apr - 10 Apr
Dubois Guest House Room 203
Wrigleyville Suites Room 3
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 3

2.0 star property
The price is AED 528
AED 924 total
includes taxes & fees
9 Apr - 10 Apr
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
Miscellaneous

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

9.6 out of 10, Exceptional, (38)
"This was the perfect place for my boyfriend and I to stay for our little 48 hour trip. Every thing was perfectly explained in detail and that helped so much because we got there later at night. It is right outside the city and has great options located all around as well. I will recommend this place to anyone traveling to the Chicago area. "
The price is AED 294
AED 686 total
includes taxes & fees
16 Apr - 17 Apr
Chic Suite/Mins to L Train /Laundry/Free Parking
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV, books

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (56)
"My husband, daughter and I went to Chicago for a weekend getaway and this place was clean, cute and so close to transit. Great place for a small family to stay. "
The price is AED 441
AED 1,020 total
includes taxes & fees
9 Apr - 10 Apr
Cozy, Comfortable and Convenient apartment. Close to everything!
Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (722)
"Great family place to stay. "
The price is AED 403
AED 581 total
includes taxes & fees
13 Apr - 14 Apr
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.