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B&B in Countryside

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (78)
"Clean room beautiful.yards convenient"
$99 nightly
The price is $110
Sep 28 - Sep 29
Total with taxes and fees
Dorothy's

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (608)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
$108 nightly
The price is $120
Sep 28 - Sep 29
Total with taxes and fees
The Villa Toscana

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (476)
"Loved the shared kitchen access! "
$185 nightly
The price is $217
Oct 6 - Oct 7
Total with taxes and fees
The Sono Chicago

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (377)
"Absolutely one of the best stays I’ve ever had. "
$173 nightly
The price is $195
Sep 29 - Sep 30
Total with taxes and fees
Ray's Bucktown B&B

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (185)
"Wonderful staff, beautiful hotel and great breakfast!"
$210 nightly
The price is $238
Oct 26 - Oct 27
Total with taxes and fees
The Publishing House B&B

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (482)
"The space was neat and clean. The bed was really nice comfortable and the breakfast being available whenever was nice to have! Other guests were not an issue and checkin/checkout was very easy."
$161 nightly
The price is $189
Oct 15 - Oct 16
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (252)
"This was a great alternative to a typical hotel. The staff was extremely helpful and courteous. The room was very nice and the amenities were great. I would definitely stay again!"
$255 nightly
The price is $299
Oct 5 - Oct 6
Total with taxes and fees
Wicker Park Inn

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (109)
"Great place"
$240 nightly
The price is $282
Oct 27 - Oct 28
Total with taxes and fees
Villa D' Citta

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
$262 nightly
The price is $291
Sep 29 - Sep 30
Total with taxes and fees
Harvey House Bed & Breakfast

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (147)
"Great location. Location was clean and everything was good!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

Villa Dubois Guest Room 6

Villa Dubois Guest Room 6

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (2)
"I booked the property and received a confirmation email with a receipt only to have the property never respond to me and I had to call customer service for over two hours to find out they double booked it. Due to not finding this out till 2 hrs before checkin we had to cancel the trip!"
Wrigleyville Suites Room 1

Wrigleyville Suites Room 3

2.0 star property
2.0 out of 10, (1)
Wrigleyville Suites Room 3

Dubois Guest House Room 101

Dubois Guest House Room 101

Villa Dubois Guest House Room 5

Villa Dubois Guest House Room 5

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
Dubois Guest House Room 201

Villa Dubois Guest House Room 4

Villa Dubois Guest House Room 4

Dubois Guest House Room 202

2.0 out of 10, (1)
Dubois Guest House Room 202

Wrigleyville Suites Room 5

Wrigleyville Suites Room 5

Dubois Guest House Room 203

Dubois Guest House Room 203
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

Find out more about Countryside

Countryside B&B information

Number of reviews
2,562
Accommodation
30 B&B
Lowest Price
$110
Highest Price
$299

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 $110 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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