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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured B&B in Countryside

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is AU$286
includes taxes & fees
29 Oct - 30 Oct
The Sono Chicago
Staircase
The Publishing House B&B
The Publishing House B&B
3.5 star property
9.8 out of 10, Exceptional, (186)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is AU$338
includes taxes & fees
16 Nov - 17 Nov
The Publishing House B&B
Free WiFi, bed sheets
Dorothy's
Dorothy's
3.0 star property
8.4 out of 10, Very good, (83)
"Clean room beautiful.yards convenient"
United States
Daniel
The price is AU$167
includes taxes & fees
11 Nov - 12 Nov
Dorothy's
Exterior
House 5863 - Chicago Bed and Breakfast
House 5863 - Chicago Bed and Breakfast
3.5 star property
9.0 out of 10, Wonderful, (488)
"Super cute and comfortable place to stay. Erick was very communicative and welcoming. Great snack bar!"
United States
Kirstyn
The price is AU$290
includes taxes & fees
21 Oct - 22 Oct
House 5863 - Chicago Bed and Breakfast
Exterior
The Villa Toscana
The Villa Toscana
2.5 star property
7.8 out of 10, Good, (611)
"Amazing location for the North Halsltead area, but also good for transport in and around the city. Uniquely weird location and place. "
United States
Scott
The price is AU$160
includes taxes & fees
20 Oct - 21 Oct
The Villa Toscana
Property entrance
Wicker Park Inn
Wicker Park Inn
3.5 star property
9.0 out of 10, Wonderful, (254)
"The Wicker Park Inn is clean, beautifully decorated, and the staff is friendly and helpful!"
United States
Elizabeth R
Wicker Park Inn
Lobby sitting area
Villa D' Citta
Villa D' Citta
3.5 star property
9.4 out of 10, Exceptional, (110)
"Great place"
United States
Jeffrey
The price is AU$413
includes taxes & fees
10 Nov - 11 Nov
Villa D' Citta
Front of property
Ray's Bucktown B&B
Ray's Bucktown B&B
3.5 star property
9.8 out of 10, Exceptional, (380)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
The price is AU$293
includes taxes & fees
27 Oct - 28 Oct
Ray's Bucktown B&B
Property entrance
Harvey House Bed & Breakfast
Harvey House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (117)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
United States
Bethany
The price is AU$394
includes taxes & fees
3 Nov - 4 Nov
Harvey House Bed & Breakfast
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12
Five bedroom - 3 bath - Sleeps 12
The price is AU$1,548
includes taxes & fees
11 Nov - 12 Nov
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.
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Top Countryside Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Everything was great."
Henry 1-night trip
Posted 21 hours ago
Congress Plaza Hotel

Find out more about Countryside

Countryside B&B information

Number of reviews
2,485
Accommodation
33 B&B
Lowest Price
AU$160
Highest Price
AU$1,548

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 Navy Pier 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. Situated 17.1 mi (27.6 km) from the heart of Countryside. The Sono Chicago: 7 rooms. 15.7 mi (25.3 km) from the city centre. 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 Navy Pier 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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