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Check prices for these dates

Next weekend
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar
In one month
3 Apr - 5 Apr
In two months
1 May - 3 May

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, (197 reviews)
"Very clean room, friendly staff"
United States
STEVEN
The price is AU$331
includes taxes & fees
31 Mar - 1 Apr
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, (493 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is AU$199
includes taxes & fees
10 Mar - 11 Mar
The Sono Chicago
Living area

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (108 reviews)
"cozy and close to cool places"
United States
Winter Fox
The price is AU$120
includes taxes & fees
5 Mar - 6 Mar
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, (630 reviews)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is AU$149
includes taxes & fees
10 Mar - 11 Mar
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, (394 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$270
includes taxes & fees
11 Mar - 12 Mar
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, (499 reviews)
"Wonderful room, very good breakfast!"
United States
James
The price is AU$335
includes taxes & fees
5 Mar - 6 Mar
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, (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$361
includes taxes & fees
19 Mar - 20 Mar
Harvey House Bed & Breakfast
Courtyard

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (115 reviews)
"Great place"
United States
Jeffrey
The price is AU$343
includes taxes & fees
9 Mar - 10 Mar
Villa D' Citta
Terrace/patio

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (260 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
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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Very friendly, welcoming, and accommodating staff. We really enjoyed the complimentary coffee and snack bar. "
Angelica 4-night trip
Posted 2 hours ago
L7 Chicago by LOTTE

Find out more about Countryside

Countryside B&B information

Number of reviews
2,325
Accommodation
13 B&B
Lowest Price
AU$120
Highest Price
AU$361

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 Sono Chicago: 7 rooms. Situated 15.7 mi (25.3 km) from the heart of Countryside. Enjoy the rooftop terrace and fireplace in reception. Ray's Bucktown B&B: 11 rooms. Located 14.7 mi (23.7 km) from the core of Countryside. Enjoy the free cooked breakfast and rooftop terrace.
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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