A well-maintained garden with a lawn, a large tree, and a two-story house with a porch.

Find a Bed and Breakfast in Oak Park from CA $221

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Oak Park bed & breakfast

Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (129 reviews)
"Spotless room and the best host! Breakfast was warm and delicious."
United States
Christine
The price is CA $380
CA $422 total
includes taxes & fees
Jul 20 - Jul 21
Harvey House Bed & Breakfast
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (208 reviews)
"Outstanding! Staff, food, bed…everything was superb We’ll be back soon for sure"
United States
Sigfredo
The price is CA $375
CA $424 total
includes taxes & fees
Aug 4 - Aug 5
The Publishing House B&B
Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (529 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is CA $250
CA $293 total
includes taxes & fees
Jul 19 - Jul 20
The Sono Chicago
Living area

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (151 reviews)
"Very clean and within walking distance to Wrigley Field..."
United States
Robert
The price is CA $146
CA $221 total
includes taxes & fees
Jul 19 - Jul 20
Dorothy's
Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (659 reviews)
"Clean room, self serve breakfast, free street parking permit, cute cats!"
United States
Shu-Ting
The price is CA $153
CA $236 total
includes taxes & fees
Jul 19 - Jul 20
The Villa Toscana
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (408 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is CA $320
CA $361 total
includes taxes & fees
Jul 20 - Jul 21
Ray's Bucktown B&B
Presidential Studio Suite, 2 Bedrooms (1st Floor) | Living area

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (508 reviews)
"The place is well run. The communal areas are clean and have what you need. The neighborhood is nice, everyone i took was gorgeous! And the perfect distance from the city."
United States
Joanna
The price is CA $184
CA $303 total
includes taxes & fees
Jul 26 - Jul 27
House 5863 - Chicago Bed and Breakfast
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (273 reviews)
"Nice place to stay in an historic neighborhood"
United States
Linda
The price is CA $351
CA $412 total
includes taxes & fees
Aug 11 - Aug 12
Wicker Park Inn
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (121 reviews)
"A fantastic stay yet again. I have stayed here the last few years while attending a conference. All the staff were great and amazing selection of food for breakfast and for late night snacks. I will be back again next year"
United Kingdom
Robert
The price is CA $370
CA $434 total
includes taxes & fees
Jul 28 - Jul 29
Villa D' Citta
Coffee/tea maker, fridge, microwave, oven

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is CA $660
CA $752 total
includes taxes & fees
Aug 17 - Aug 18
Pristine Apartment with Free Street Parking
TV

Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12
Lakeview
Five bedroom - 3 bath - Sleeps 12
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Park Hotel Reviews

Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"This place is absolutely gorgeous and in the middle of such a nice area! I would absolutely stay again! Staff was very friendly and always willing to lend a helping hand! Room was a bit outdated but very nice none the less! Overall I have no complaints! Can’t wait to stay again."
Peyton 1-night trip
Posted less than an hour ago
Warwick Allerton - Chicago

Find out more about Oak Park

Oak Park B&B information

Number of reviews
2,986
Accommodation
13 B&B
Lowest Price
CA $221
Highest Price
CA $752

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. Dorothy's: 7 rooms. 8.1 mi (13 km) from the downtown core. The Sono Chicago: 7 rooms. Situated 7.5 mi (12.1 km) from the heart of Oak Park. Enjoy the rooftop terrace and fireplace in the lobby. House 5863 - Chicago Bed and Breakfast: 7 rooms. 9.4 mi (15.2 km) from the heart of downtown. Enjoy the designer toiletries and private yard. The Villa Toscana: 9 rooms. Located 8.1 mi (13 km) from the core of Oak Park.
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 Pleasant Home are worthy sites to check out. You might put Frank Lloyd Wright Historic District and Madison Street Theatre 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.

Explore a world of travel with Expedia