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Find a Bed and Breakfast in Countryside from CA $121

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Our top choices for Countryside bed & breakfast

1. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (134 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
The price is CA $374
CA $415 total
includes taxes & fees
Sep 9 - Sep 10
Harvey House Bed & Breakfast

2. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (548 reviews)
"Close to some great places to eat locally and about an hour walk to river and central business activities......and a very comfy bed!"
United States
Bronwyn
The price is CA $285
CA $334 total
includes taxes & fees
Sep 9 - Sep 10
The Sono Chicago

3. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (213 reviews)
"This was such a perfect place to stay and I'll definitely stay here whenever going to Chicago. It was close enough to downtown to make it easy to access, but far enough away to be out of the hustle and bustle. The staff were all friendly and kind, the room was beautiful, the bed was very comfy, and the whole place had such a fun vibe and great decor. Breakfast was tasty and the menu options felt like something you'd order at your favorite fancy brunch spot, with fruit and pastries to round it...
United States
Julie
The price is CA $382
CA $431 total
includes taxes & fees
Sep 27 - Sep 28
The Publishing House B&B

4. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (175 reviews)
"Great location, just what we needed."
United States
Stephanie
The price is CA $62
CA $121 total
includes taxes & fees
Sep 9 - Sep 10
Dorothy's

5. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (414 reviews)
"Superb breakfast and very friendly staff. Great place to stay!"
United States
mary
The price is CA $239
CA $269 total
includes taxes & fees
Sep 9 - Sep 10
Ray's Bucktown B&B

6. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (669 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
The price is CA $85
CA $155 total
includes taxes & fees
Sep 9 - Sep 10
The Villa Toscana

7. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (517 reviews)
"I love the location of this B&B. Right across from a beautiful park, walkable to some fabulous restaurants and shops - and the red line is so close! My room was clean, quiet, cutely decorated. The kitchen was well-stocked with breakfast options. My one recommendation would be - I wish the coffee was higher quality! The host was prompt, friendly, and responsive to my needs. I'll be back for sure!"
United States
Kimberly
The price is CA $174
CA $290 total
includes taxes & fees
Sep 27 - Sep 28
House 5863 - Chicago Bed and Breakfast

8. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (281 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
The price is CA $426
CA $500 total
includes taxes & fees
Sep 28 - Sep 29
Wicker Park Inn

9. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (124 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
The price is CA $348
CA $408 total
includes taxes & fees
Oct 5 - Oct 6
Villa D' Citta

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is CA $605
CA $712 total
includes taxes & fees
Sep 28 - Sep 29
Pristine Apartment with Free Street Parking
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
1,191
Accommodation
14 B&B
Lowest Price
CA $121
Highest Price
CA $712

Frequently asked questions

Searching for B&Bs in Countryside?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travelers. If you're interested in discovering some top attractions, Soldier Field and Navy Pier are worth a stop.
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 picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Countryside?
Here are some well-liked B&Bs in the area: The Sono Chicago: 7 rooms. 15.7 mi (25.3 km) from the heart of Countryside. Enjoy the rooftop terrace and fireplace in the lobby. Dorothy's: 7 rooms. 17.1 mi (27.6 km) from the downtown core. The Villa Toscana: 9 rooms. 17.1 mi (27.6 km) from the heart of downtown.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.
What's the best time of year to book my B&B in Countryside?
When you're planning your getaway to Countryside, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Countryside is 49 inches.
What is there to do in Countryside?
Travelers enjoy Countryside for its restaurants and shopping. Soldier Field and Navy Pier are also some sites to visit if you want to see more of the area.
How can I get to and around Countryside?
Mapping out your trip in and around Countryside is easy with these transportation options. Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) from the city center. You can also search for flights into Chicago O'Hare Intl. 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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