Countryside B&B: Find the Best Bed and Breakfast from CA $275

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 downtown core. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana : 9 rooms. Situated 17.1 mi (27.6 km) from the heart of Countryside. 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 Publishing House B&B

Downtown Chicago

Matthew

CA $503 total

includes taxes & fees

Jun 24 - Jun 25

The Sono Chicago

Near North Side

Susan

CA $360 total

includes taxes & fees

Jun 15 - Jun 16

Dorothy's

Lakeview

Jia

CA $357 total

includes taxes & fees

Jun 8 - Jun 9

Ray's Bucktown B&B

Bucktown

Sixto

CA $340 total

includes taxes & fees

Jun 10 - Jun 11

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

The Villa Toscana

Lakeview

Jeremy

CA $275 total

includes taxes & fees

Jul 8 - Jul 9

Harvey House Bed & Breakfast

Oak Park

Christine

CA $405 total

includes taxes & fees

Jun 9 - Jun 10

House 5863 - Chicago Bed and Breakfast

Edgewater

"It's a wonderful property a stones throw from all the neighborhoods for local shopping and dining. Very comfortable, clean, and very quiet. The booking process is a little tedious but don't let that put you off. They are actively working to make sure all their guests have a pleasant and quite experience. We stayed in a lovely room with a small patio. It was very relaxing. We found the parking to be pretty easy."

Benjamin

CA $292 total

includes taxes & fees

Jun 10 - Jun 11

Wicker Park Inn

West Town

Regina

CA $439 total

includes taxes & fees

Jun 21 - Jun 22

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Top Countryside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

6/10 Okay

"There isn't a coffee machine in the room one is supposed to be in the lobby but although the machines there were 4 there wasn't any tea or coffee pods."

Eurostars Magnificent Mile

10/10 Excellent

"I purchased four rooms and I was there for four to five days with different family members. I have to say the best part about this hotel is the staff; they're very helpful and nice, absolutely every one of them. The shower is really amazing. It was probably the strongest rainfall shower I'd ever visited in any hotel in over 20 years. Nice refrigerator, coffee maker, great desk area, lots of places to put your luggage. The air conditioner: as long as you don't leave it on auto and put it on low, it was perfect to cool the room. You put it on auto then it does auto shut off. TV system was great. I was able to hook up my own super box and the internet was 50 Mbps or faster. The hotel location is perfect. Ubers were able to pick us up right out in front and we're within walking distance for everything that we wanted. The beds and the linen were perfect, no problems there. The only thing I would say is if you're used to a blackout room, make sure you bring an eye mask because most of the hotels in Chicago have a blind system so you'll get cracks of light. There were some door slam issues. You know how some hotel doors will slam but really I didn't have any problems sleeping. Some of my other guests said that it can get loud but everybody was able to sleep well enough."

Congress Plaza Hotel

6/10 Okay

"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at certain angle to release enough pressure and hot water. Still doable and workable with but maybe not for $600 a night... Our room ended being family suite which we didn't realize upon booking much and the front desk didnt debrief it until we reclarify it after. The first receptionist almost said the main room was not part of our room until another lady came to correct her (thankfully). I do wish that the picture of the property on expedia is more reflective to the current hotel situation though. Because it looks similar but the actual looks way older than it actually is...."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great stay! I wasn’t sure what to expect since I didn’t know much about the hotel beforehand, but I was pleasantly surprised. The staff was friendly and welcoming, especially the team at the bar, who provided excellent service throughout our stay. The rooms were spacious and comfortable, with plenty of room to relax. The hotel has a lot of character, and you can tell it’s a historic building, which adds to its charm. At the same time, the décor is tasteful and well maintained. The surrounding area is very walkable, making it easy to explore nearby attractions, restaurants, and shops. Overall, it was a wonderful experience, and I would definitely stay here again."

Find out more about Countryside

Countryside B&B information

Number of reviews	2,919
Accommodation	15 B&B
Lowest Price	CA $275
Highest Price	CA $748

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 Michigan Avenue 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: 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 downtown core. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana: 9 rooms. Situated 17.1 mi (27.6 km) from the heart of Countryside. 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 Michigan Avenue 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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