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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 32 B&B in Hillside with updated reviews, rates, and availability.

Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

$248 nightly
The price is $285
Jun 26 - Jun 27
Total includes taxes and fees
Dubois Guest House Room 202
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

$165 nightly
The price is $186
Jun 25 - Jun 26
Total includes taxes and fees
Dubois Guest House Room 101
Dubois Guest House Room 201
Fridge, microwave, oven, stovetop

Dubois Guest House Room 201

7.4 out of 10, Good, (3)
"We really enjoyed our stay. Cleanliness was top tier. "
$248 nightly
The price is $285
Jun 26 - Jun 27
Total includes taxes and fees
Dubois Guest House Room 201
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

$178 nightly
The price is $202
Jun 25 - Jun 26
Total includes taxes and fees
Dubois Guest House Room 203
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

$205 nightly
The price is $234
Jun 25 - Jun 26
Total includes taxes and fees
Villa Dubois Guest Room 6
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

$165 nightly
The price is $186
Jun 25 - Jun 26
Total includes taxes and fees
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

$248 nightly
The price is $285
Jun 26 - Jun 27
Total includes taxes and fees
Villa Dubois Guest House Room 4
Villa Dubois Guest House Room 1
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 1

$178 nightly
The price is $202
Jun 25 - Jun 26
Total includes taxes and fees
Villa Dubois Guest House Room 1
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

$165 nightly
The price is $186
Jun 25 - Jun 26
Total includes taxes and fees
Villa Dubois Guest House Room 2
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (462)
"Excellent location. Beautiful property, extremely clean."
$155 nightly
The price is $182
Jun 30 - Jul 1
Total includes taxes and fees
The Sono Chicago
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (101)
"great B&B and so much more. Friendly and helpful staff, this is my 3rd time here"
$263 nightly
The price is $309
Jul 8 - Jul 9
Total includes taxes and fees
Villa D' Citta
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

$1,016 nightly
The price is $1,155
Jun 30 - Jul 1
Total includes taxes and fees
Five bedroom - 3 bath - Sleeps 12
Dorothy's
Full-size fridge, microwave, toaster oven, cookware/dishes/utensils

Dorothy's

3.0 star property
8.4 out of 10, Very Good, (46)
"Great little spot with all you need. Clean, cozy and a great breakfast!"
$142 nightly
The price is $161
Jun 30 - Jul 1
Total includes taxes and fees
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (571)
"Was a great stay!"
$142 nightly
The price is $160
Jun 27 - Jun 28
Total includes taxes and fees
The Villa Toscana
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (177)
"Incredible service, amazing breakfast and gorgeous rooms."
$216 nightly
The price is $244
Jul 20 - Jul 21
Total includes taxes and fees
The Publishing House B&B
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (1)
"I would like to say that I was highly disappointed with the customer service, after already having the room booked for over a week I was contacted an hr and a half after check in on the day I was suppose to be there with additional requirements including a $200 fee (Hopefully I get that back) check in was at 3pm I wasnt able to get into my room till 6pm and I had a concert to attend at 8pm this rush caused more stress then it was worth but yes make sure the now $500 room is really worth it...
$275 nightly
The price is $317
Jun 27 - Jun 28
Total includes taxes and fees
Wrigleyville Suites Room 1
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
$275 nightly
The price is $317
Jun 27 - Jun 28
Total includes taxes and fees
Wrigleyville Suites Room 2
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (473)
"Erick was very friendly and responsive. The neighborhood around was wonderful. We walked everywhere we went and were able to park on the street with no problems. We would stay again. Thank you!"
$131 nightly
The price is $154
Jul 16 - Jul 17
Total includes taxes and fees
House 5863 - Chicago Bed and Breakfast
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (247)
"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!"
$262 nightly
The price is $307
Jun 25 - Jun 26
Total includes taxes and fees
Wicker Park Inn
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (360)
"Breakfast was great, the staff was kind, and it was a pleasant surprise. "
$206 nightly
The price is $233
Jul 2 - Jul 3
Total includes taxes and fees
Ray's Bucktown B&B
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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Frequently asked questions

What is the nightly rate for a B&B in Hillside?
Prices for B&Bs in Hillside often vary, but you can find a great deal from $154 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Hillside 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 B&B in Hillside?
The best time to book a B&B in Hillside is during the vibrant spring months from April to June, when the area bursts into life with blooming flowers and mild weather. This period is ideal for travelers who appreciate outdoor activities, as temperatures range from the mid-50s to mid-70s Fahrenheit, creating a pleasant environment for hiking, biking, and exploring local attractions.
April marks the beginning of the tourist season and offers a fantastic opportunity for those seeking a tranquil getaway. The trails and parks are less crowded, allowing for a more intimate experience with nature. As you wander through the picturesque landscapes, you can enjoy the serenity of the surroundings, making it great for leisurely sightseeing.
If you're looking for more budget-friendly options, consider visiting in November, when the crowds have thinned out. This month showcases the beauty of the changing seasons, providing a different perspective of Hillside's charm. The crisp air and stunning autumn foliage create a serene backdrop for outdoor activities or cozy evenings at your B&B.
What is the difference between a Hillside Bed and Breakfast and a hotel?
Every Hillside 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 Hillside B&Bs.