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Our top choices for Countryside bed & breakfast

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 Sono Chicago

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 Publishing House B&B

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
Dorothy's

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 Villa Toscana

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
House 5863 - Chicago Bed and Breakfast

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

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (113)
"Great place"
United States
Jeffrey
Villa D' Citta

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
Ray's Bucktown B&B

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
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

Find out more about Countryside

Countryside B&B information

Number of reviews
2,558
Accommodation
13 B&B
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Highest Price

Frequently asked questions

What is the nightly rate for a B&B in Countryside?
Prices for B&Bs in Countryside often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Countryside B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Countryside?
The best time to book a B&B in Countryside is during the vibrant spring months of April to June, when the area comes alive with blooming flowers and outdoor activities. This period draws travelers looking to immerse themselves in nature, with opportunities for scenic hikes, leisurely bike rides, and visits to local farmers' markets. The comfortable temperatures, typically ranging from the mid-50s to low 80s Fahrenheit, create an friendly space for exploration and relaxation.

July marks the peak tourist season, with families and adventure seekers flocking to Countryside for its warm weather and numerous outdoor events. The lively ambiance, amplified by community festivals and activities, makes it a fantastic time to engage with the local culture and meet fellow travelers.

For those considering a more budget-conscious trip, October presents a wonderful alternative. The fall season showcases the stunning autumn foliage, particularly along the area's scenic routes. This quieter month allows for tranquil walks among the changing leaves and opportunities to enjoy local harvest festivals, making it a delightful time to experience the charm of Countryside without the crowds.
What is the difference between a Countryside B&B and a hotel?
Every Countryside B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Countryside B&Bs.

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