Bed and Breakfast in Oak Park

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Oak Park bed & breakfast

A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

1. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (138 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is NZ$518
includes taxes & fees
16 Nov - 17 Nov
Harvey House Bed & Breakfast
A bathroom with a glass-tiled wall, a sink, and a shower area.

2. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (424 reviews)
"Thank you again for an amazing stay at Rays!"
United States
Lora
The price is NZ$419
includes taxes & fees
16 Nov - 17 Nov
Ray's Bucktown B&B
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

3. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (197 reviews)
"I enjoyed my stay"
United States
Kellen
The price is NZ$120
includes taxes & fees
14 Dec - 15 Dec
Dorothy's
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

4. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.2 out of 10, Very good, (690 reviews)
"Nice house set back from the street. Clean room. Nice atmosphere. Would stay again."
United States
John
The price is NZ$154
includes taxes & fees
24 Nov - 25 Nov
The Villa Toscana
A brick building with a round metal table and chairs, a blue door, and a small garden area with plants and a bench.

5. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (287 reviews)
"Loved the location"
United States
Mary
The price is NZ$418
includes taxes & fees
1 Dec - 2 Dec
Wicker Park Inn
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
9.8 out of 10, Exceptional, (575 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is NZ$289
includes taxes & fees
19 Nov - 20 Nov
The Sono Chicago
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

7. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (525 reviews)
"Honestly great, clean, and did not hear neighbors. Would stay again!"
United States
Malena
The price is NZ$336
includes taxes & fees
16 Nov - 17 Nov
House 5863 - Chicago Bed and Breakfast
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

8. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is NZ$475
includes taxes & fees
30 Nov - 1 Dec
Pristine Apartment with Free Street Parking
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

9. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (226 reviews)
"This bed and breakfast is incredibly charming and close to my favorite restaurants in Chicago. I will be back!"
United States
Tina
The price is NZ$569
includes taxes & fees
29 Nov - 30 Nov
The Publishing House B&B
A courtyard with brick arches, outdoor seating, and potted plants.

10. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (129 reviews)
"Very elegant !"
United States
Hernando
The price is NZ$437
includes taxes & fees
1 Dec - 2 Dec
Villa D' Citta
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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Learn more about Oak Park

Frank Lloyd Wright's stunning homes and Ernest Hemingway's birthplace draw architecture and literary fans to this historic suburb. Explore the Wright Home and Studio tour, then stroll tree-lined areas where Prairie School buildings showcase revolutionary American design.

See all hotels in Oak Park
A historic house with a porch, a tower, and a sign indicating it is the birthplace of Ernest Hemingway.

Top reviews in Oak Park

A bathroom with a glass-tiled wall, a sink, and a shower area.
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
Bucktown

10/10 Excellent

Great Bed and Breakfast in a nice area. Close to many cafes but in a quiter suburb. Excellent made to order breakfast. Ray and the staff are very helpful and knowledgeable on the area and things to do. I would highly recommend staying here.
Australia
Anonymous traveller
Reviewed August 15, 2019
Ray's Bucktown B&B

Frequently Asked Questions

Searching for B&Bs in Oak Park?

Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're travelling solo and looking to chat with locals, B&Bs can be a great choice for many travellers. 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 would you choose a B&B over a traditional hotel room?

With attentive service, opportunities to socialise with other guests and of course a full breakfast to start the day, B&Bs all have a unique environment.

What are the best B&Bs in Oak Park?

Below are some well-liked 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 snack bar/deli and unique decor. The Sono Chicago: 7 rooms. 7.5 mi (12.1 km) from the city centre. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. Situated 8.1 mi (13 km) from the heart of Oak Park. Dorothy's: 7 rooms. 8.1 mi (13 km) from the city centre. 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 garden.

When should I book my B&B in Oak Park?

When you're dreaming of a trip to Oak Park, year-round temperatures and rainfall may be important factors to consider. 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?

Travellers 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 visit. You should put Frank Lloyd Wright Historic District and Oak Park Conservatory 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. You can also search for flights into Chicago O'Hare International Airport (ORD), which is 8.9 mi (14.4 km) away. You can access metro transport 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.

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