Top B&B in Countryside in 2026

Q: 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 Sono Chicago : 7 rooms. 15.7 mi (25.3 km) from the city centre. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana : 9 rooms. 17.1 mi (27.6 km) from the city centre. 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.

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Our top choices for Countryside bed & breakfast

The Sono Chicago

Near North Side

Susan

Rp3.690.498 total

includes taxes & fees

8 Jul - 9 Jul

The Publishing House B&B

Downtown Chicago

Sigfredo

Rp5.913.191 total

includes taxes & fees

4 Aug - 5 Aug

Dorothy's

Lakeview

Kimberly

Rp2.014.106 total

includes taxes & fees

13 Jul - 14 Jul

Double Room, Private Bathroom (Venetian) | Terrace/patio

The Villa Toscana

Lakeview

Jeremy

Rp2.413.759 total

includes taxes & fees

8 Jul - 9 Jul

Harvey House Bed & Breakfast

Oak Park

Christine

Rp5.402.552 total

includes taxes & fees

8 Jul - 9 Jul

Ray's Bucktown B&B

Bucktown

Sixto

Rp3.854.321 total

includes taxes & fees

13 Jul - 14 Jul

Presidential Studio Suite, 2 Bedrooms (1st Floor) | Living area | 51-inch flat-screen TV with cable channels, TV, Netflix

House 5863 - Chicago Bed and Breakfast

Edgewater

Joanna

Rp3.872.643 total

includes taxes & fees

8 Jul - 9 Jul

Wicker Park Inn

West Town

Regina

Rp4.561.382 total

includes taxes & fees

8 Jul - 9 Jul

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Top Countryside Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"The tub was great"

Omni Chicago Hotel

8/10 Good

"The staff was incredible! Our room was dated and the bed was not great- needed to be replaced (sank/tagged a lot on one side/ corner) and the room just felt dated. Pretty clean. The bathroom was nice! Confusion about pool. Some places say the pool/ hot tub are available, but they are not. This hotel is a great location. Parking is pricier than other properties nearby and not very convenient- we used public parking 2 blocks away. Would we return? Maybe. For the price, we'd probably end up choosing a different hot next time."

Find out more about Countryside

Countryside B&B information

Number of reviews	2,313
Accommodation	9 B&B
Lowest Price	Rp2.014.106
Highest Price	Rp6.038.262

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, United Center and Soldier 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 Sono Chicago: 7 rooms. 15.7 mi (25.3 km) from the city centre. Enjoy the rooftop terrace and fireplace in reception. The Villa Toscana: 9 rooms. 17.1 mi (27.6 km) from the city centre. 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. United Center and Soldier 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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