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Our top choices for Countryside bed & breakfast

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (202 reviews)
"Loved this place - little gem that you'd never notice from the street. Great breakfast and the beds were good too."
United States
Noah
$227 nightly
The price is $257
May 10 - May 11
Total with taxes and fees
The Publishing House B&B

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (506 reviews)
"Great spot to stay… me and my father came to Chicago to see the cubs and the white Sox great area and friendly staff"
United States
Steve
$155 nightly
The price is $182
May 11 - May 12
Total with taxes and fees
The Sono Chicago

Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (118 reviews)
"First time at Dorothy's but I've stayed at her sister location so I know the owner/management and what to expect. Great location and the building is kept up very well. My only non happy comment was no dresser in this room. Its ok since this visit was just me. Being able to use a full kitchen and store food in the refrigerator is a major plus"
United States
Robert
$109 nightly
The price is $122
May 4 - May 5
Total with taxes and fees
Dorothy's

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (638 reviews)
"The Villa Toscana is in a great location!"
United States
Sophie
$134 nightly
The price is $150
May 12 - May 13
Total with taxes and fees
The Villa Toscana

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (397 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
$178 nightly
The price is $201
May 6 - May 7
Total with taxes and fees
Ray's Bucktown B&B

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (502 reviews)
"Great place and neighborhood to stay. Walked everywhere, including to the beach. The room had everything I needed. Fresh coffee and breakfast items steps from my room in the morning. Will stay again. "
United States
Cheryl
$203 nightly
The price is $238
May 11 - May 12
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (124 reviews)
"The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha."
United States
Timothy
$261 nightly
The price is $290
May 4 - May 5
Total with taxes and fees
Harvey House Bed & Breakfast

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (262 reviews)
"Adorable space, comfortable bed, friendly staff"
United States
Marie
$235 nightly
The price is $276
May 6 - May 7
Total with taxes and fees
Wicker Park Inn

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (118 reviews)
"Gina and staff were warm and friendly. When our toilet clogged, we got upgraded. When we needed a delayed checkout, they accommodated. We had a fire for a cold night and got delicious eggs and crispy bacon for breakfast. Highly recommend for those lovers of all things Italian. "
United States
Dana
$263 nightly
The price is $309
May 12 - May 13
Total with taxes and fees
Villa D' Citta
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
2,867
Accommodation
12 B&B
Lowest Price
$122
Highest Price
$309

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 from $122 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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