Find a Bed and Breakfast in Hillside from CA $154

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Our top choices for Hillside bed & breakfast

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (203 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
The price is CA $302
CA $341 total
includes taxes & fees
May 10 - May 11
The Publishing House B&B

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (508 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is CA $210
CA $247 total
includes taxes & fees
May 11 - May 12
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
The price is CA $90
CA $154 total
includes taxes & fees
May 13 - May 14
Dorothy's

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (639 reviews)
"The Villa Toscana is in a great location!"
United States
Sophie
The price is CA $97
CA $169 total
includes taxes & fees
May 11 - May 12
The Villa Toscana

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (398 reviews)
"The best breakfast I’ve ever had!!"
United States
Sixto
The price is CA $230
CA $260 total
includes taxes & fees
May 11 - May 12
Ray's Bucktown B&B

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (263 reviews)
"Adorable space, comfortable bed, friendly staff"
United States
Marie
The price is CA $301
CA $353 total
includes taxes & fees
May 11 - May 12
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
The price is CA $359
CA $421 total
includes taxes & fees
May 27 - May 28
Villa D' Citta

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
The price is CA $172
CA $286 total
includes taxes & fees
May 12 - May 13
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
The price is CA $357
CA $396 total
includes taxes & fees
May 12 - May 13
Harvey House Bed & Breakfast

Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
The price is CA $1,025
CA $1,205 total
includes taxes & fees
Jun 2 - Jun 3
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 Hillside Hotel Reviews

Find out more about Hillside

Hillside B&B information

Number of reviews
2,475
Accommodation
14 B&B
Lowest Price
CA $154
Highest Price
CA $1,205

Frequently asked questions

Searching for B&Bs in Hillside?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. If you're interested in discovering some top attractions, Wrigley Field and Navy Pier are worth a stop.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to meet guests from other places, and delectable breakfasts, B&Bs offer a unique environment.
What are the top B&Bs in Hillside?
Below are some B&Bs in the area: Dorothy's: 7 rooms. 13.8 mi (22.3 km) from the heart of Hillside.The Sono Chicago: 7 rooms. 13.6 mi (21.9 km) from the downtown core. Enjoy the rooftop terrace and fireplace in the lobby. The Villa Toscana: 9 rooms. Situated 13.9 mi (22.3 km) from the heart of Hillside. House 5863 - Chicago Bed and Breakfast: 7 rooms. 14.4 mi (23.2 km) from the heart of downtown. Enjoy the designer toiletries and private yard. The Publishing House B&B: 11 rooms. Located 12.7 mi (20.5 km) from the core of Hillside. Enjoy the free full breakfast and winery.
What's the best time of year to stay at a B&B in Hillside?
When you're dreaming of a trip to Hillside, be sure to take into account the year-round temperatures. 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 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What is there to do in Hillside?
Travelers enjoy Hillside for its restaurants and shopping. Wrigley 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 Hillside?
You can plan your excursions in and around Hillside ahead of time with these transportation options. Fly into Chicago O'Hare Intl. Airport (ORD), which is located 6.9 mi (11 km) away from the heart of the city. You can also search for flights into Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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