Find a Bed and Breakfast in Countryside from CA $152

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Check prices for these dates

Next weekend
May 1 - May 3
In two weeks
May 8 - May 10
In one month
May 22 - May 24
In two months
Jun 19 - Jun 21

Our top choices for Countryside 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, (201 reviews)
"Very clean room, friendly staff"
United States
STEVEN
The price is CA $299
CA $338 total
includes taxes & fees
May 10 - May 11
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, (503 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is CA $172
CA $202 total
includes taxes & fees
Apr 28 - Apr 29
The Sono Chicago
Living area

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (113 reviews)
"cozy and close to cool places"
United States
Winter Fox
The price is CA $89
CA $152 total
includes taxes & fees
Apr 27 - Apr 28
Dorothy's
Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (636 reviews)
"Overall the stay was fantastic looking forward to booking here again in the future "
United States
Rico
The price is CA $85
CA $155 total
includes taxes & fees
Apr 26 - Apr 27
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, (397 reviews)
"The breakfast alone was worth the trip! Warm, generous, eclectic, this place goes out of their way to welcome their guests. And they’re PET FRIENDLY. "
United States
Peter
The price is CA $223
CA $252 total
includes taxes & fees
Apr 26 - Apr 27
Ray's Bucktown B&B
Courtyard

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (501 reviews)
"Wonderful room, very good breakfast!"
United States
James
The price is CA $179
CA $295 total
includes taxes & fees
Apr 26 - Apr 27
House 5863 - Chicago Bed and Breakfast
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha."
United States
Timothy
The price is CA $316
CA $350 total
includes taxes & fees
Apr 27 - Apr 28
Harvey House Bed & Breakfast
Property entrance

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (262 reviews)
"Everything was good."
United States
Michael
The price is CA $259
CA $304 total
includes taxes & fees
Apr 26 - Apr 27
Wicker Park Inn
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (118 reviews)
"Everything was perfect. The food was really yummy I would love the salsa recipe. "
United States
Earl
The price is CA $313
CA $367 total
includes taxes & fees
Apr 27 - Apr 28
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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Top Countryside Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

8/10 Good
"Staff were very nice and helpful. Room was in need of some repair. The door between bedroom and sitting area was warped and it took great effort and made noise when opening. Bathroom door looked like it was cut at the bottom for some reason and shower ceiling looked like there was water damage."
Kellie 3-night trip
Posted 2 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Find out more about Countryside

Countryside B&B information

Number of reviews
2,855
Accommodation
15 B&B
Lowest Price
CA $152
Highest Price
CA $367

Frequently asked questions

Searching for B&Bs in Countryside?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travelers. If you're interested in discovering some top attractions, Navy Pier and Wrigley Field are worth a stop.
How do you know if a B&B is the best choice for your stay?
Every B&B has its own unique feel. Whether it's a picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Countryside?
Here are some well-liked B&Bs in the area: Dorothy's: 7 rooms. 17.1 mi (27.6 km) from the heart of Countryside.The Villa Toscana: 9 rooms. 17.1 mi (27.6 km) from the downtown core. The Sono Chicago: 7 rooms. Situated 15.7 mi (25.3 km) from the heart of Countryside. Enjoy the rooftop terrace and fireplace in the lobby. The Publishing House B&B: 11 rooms. 14.1 mi (22.7 km) from the heart of downtown. Enjoy the free full breakfast and winery.
What's the best time of year to book my B&B in Countryside?
When you're planning your getaway to Countryside, 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 Countryside is 49 inches.
What is there to do in Countryside?
Travelers enjoy Countryside for its restaurants and shopping. Navy Pier and Wrigley Field are also some sites to visit if you want to see more of the area.
How can I get to and around Countryside?
Mapping out your trip in and around Countryside is easy with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) from the city center. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 14.6 mi (23.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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