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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Countryside bed & breakfast

Private kitchen
The Sono Chicago

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (487)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is Rp2.189.592
Rp2.570.427 total
includes taxes & fees
15 Jan - 16 Jan
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (191)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
The price is Rp3.323.592
Rp3.752.002 total
includes taxes & fees
29 Jan - 30 Jan
The Publishing House B&B
Free WiFi, bed sheets
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (99)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is Rp585.375
Rp1.272.546 total
includes taxes & fees
7 Jan - 8 Jan
Dorothy's
Exterior
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (628)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is Rp572.508
Rp1.341.711 total
includes taxes & fees
11 Jan - 12 Jan
The Villa Toscana
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (497)
"Nice shared spaces"
United States
Erica
The price is Rp1.651.594
Rp2.938.583 total
includes taxes & fees
13 Jan - 14 Jan
House 5863 - Chicago Bed and Breakfast
Property entrance
Wicker Park Inn

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (257)
"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

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
The price is Rp3.442.841
Rp4.041.596 total
includes taxes & fees
13 Jan - 14 Jan
Villa D' Citta
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (385)
"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 Rp2.727.346
Rp3.078.905 total
includes taxes & fees
13 Jan - 14 Jan
Ray's Bucktown B&B
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122)
"The room was gorgeous and well-kept, the kitchen with shared amenities (Microwave, etc) was open and accessible in a beautifully decorated and maintained common area, and our host was delightful and warm. Highly pleasant and recommended experience!"
United States
Peter
The price is Rp3.863.475
Rp4.287.621 total
includes taxes & fees
7 Jan - 8 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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Very clean room, great costumer service "
Raul 4-night trip
Posted 15 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Find out more about Countryside

Countryside B&B information

Number of reviews
2,559
Accommodation
9 B&B
Lowest Price
Rp1.272.546
Highest Price
Rp4.287.621

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. Ray's Bucktown B&B: 11 rooms. 14.7 mi (23.7 km) from the city centre. Enjoy the free cooked breakfast and rooftop terrace. 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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