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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Countryside bed & breakfast

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (488 reviews)
"This is a hidden gem in Old Town. Much better than staying in a chain and much more comfortable. The room was perfect and we had several options to walk to dining. We will definitely be back to stay here. "
United States
Nicholas
The price is AU$209
includes taxes & fees
19 Jan - 20 Jan
The Sono Chicago
Staircase

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (195 reviews)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is AU$284
includes taxes & fees
22 Jan - 23 Jan
The Publishing House B&B
Living area

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (102 reviews)
"It was nicee"
United States
Yesim
The price is AU$108
includes taxes & fees
19 Jan - 20 Jan
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, (628 reviews)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is AU$103
includes taxes & fees
20 Jan - 21 Jan
The Villa Toscana
Courtyard

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497 reviews)
"Nice shared spaces"
United States
Erica
The price is AU$263
includes taxes & fees
19 Jan - 20 Jan
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, (259 reviews)
"Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so."
United States
Jeffrey
Wicker Park Inn
Lobby sitting area

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113 reviews)
"Great place"
United States
Jeffrey
The price is AU$362
includes taxes & fees
19 Jan - 20 Jan
Villa D' Citta
Spa

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (386 reviews)
"We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!"
United States
Kristin
The price is AU$294
includes taxes & fees
15 Feb - 16 Feb
Ray's Bucktown B&B
Property entrance

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122 reviews)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is AU$384
includes taxes & fees
21 Jan - 22 Jan
Harvey House Bed & Breakfast
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

The Wade

The Wade

10/10 Excellent
"Clean room, was able to check-in early with room ready! Proximity and easy access to Navy Pier Hostess at Current was hospitable and attentive to everyone’s needs, even when she was on her own for the weekend morning breakfast rush!"
Florabel M 1-night trip
Posted 17 hours ago
The Wade

Find out more about Countryside

Countryside B&B information

Number of reviews
2,567
Accommodation
13 B&B
Lowest Price
AU$103
Highest Price
AU$384

Frequently asked questions

Searching for B&Bs in Countryside?
Whether you're passing through town and are looking for accommodation that's small and charming, or you're travelling solo and hoping to get some tips from locals, B&Bs can be a great choice for many types of holidaymakers. If you're interested in discovering some top attractions, Michigan Avenue and Wrigley Field are worth a visit.
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 cosy reading space or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a home away from home.
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 city centre. The Publishing House B&B: 11 rooms. 14.1 mi (22.7 km) from the city centre. Enjoy the free full breakfast and winery. The Sono Chicago: 7 rooms. Located 15.7 mi (25.3 km) from the core of Countryside. Enjoy the rooftop terrace and fireplace in reception.
When should I book my B&B in Countryside?
When you're planning your escape to Countryside, 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 Countryside is 1236 mm.
What is there to do in Countryside?
Travellers enjoy Countryside for its restaurants and shopping. Michigan Avenue 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?
You can map out your trip in and around Countryside ahead of time with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) away. You can also search for flights into Chicago O'Hare International 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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