Photo by throwingsofas

Find the Best Northwest Side Bed and Breakfast

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Northwest Side B&B

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (466)
"Loved the shared kitchen access! "
The price is £131
includes taxes & fees
25 Aug - 26 Aug
The Sono Chicago
The Publishing House B&B
Staircase

The Publishing House B&B

3.5 star property
9.8 out of 10, Exceptional, (181)
"What a lovely place to stay. This bnb was perect!"
The price is £181
includes taxes & fees
7 Sept - 8 Sept
The Publishing House B&B
House 5863 - Chicago Bed and Breakfast
Exterior

House 5863 - Chicago Bed and Breakfast

3.5 star property
9.0 out of 10, Wonderful, (479)
"Everything was taken care of! A wonderful stay. "
The price is £156
includes taxes & fees
20 Aug - 21 Aug
House 5863 - Chicago Bed and Breakfast
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (590)
"Was a great stay!"
The price is £102
includes taxes & fees
24 Aug - 25 Aug
The Villa Toscana
Dorothy's
1 bedroom, free WiFi, bed sheets

Dorothy's

3.0 star property
8.2 out of 10, Very good, (63)
"Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again."
The price is £83
includes taxes & fees
1 Sept - 2 Sept
Dorothy's
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (105)
"Would stay again anytime!!"
The price is £228
includes taxes & fees
18 Aug - 19 Aug
Villa D' Citta
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (369)
"We had an amazing stay at Ray's. They made the entire process from start to finish simple and easy. They went above and beyond for us in many ways and we will definitely be back! "
The price is £158
includes taxes & fees
18 Aug - 19 Aug
Ray's Bucktown B&B
Wicker Park Inn
Property entrance

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (251)
"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!"
Wicker Park Inn
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is £136
includes taxes & fees
18 Aug - 19 Aug
Dubois Guest House Room 101
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is £136
includes taxes & fees
18 Aug - 19 Aug
Villa Dubois Guest Room 6
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (115)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is £221
includes taxes & fees
21 Aug - 22 Aug
Harvey House Bed & Breakfast
Wrigleyville Suites Room 5
Interior

Wrigleyville Suites Room 5

The price is £143
includes taxes & fees
18 Aug - 19 Aug
Wrigleyville Suites Room 5
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is £136
includes taxes & fees
18 Aug - 19 Aug
Villa Dubois Guest House Room 5
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. "
The price is £136
includes taxes & fees
18 Aug - 19 Aug
Dubois Guest House Room 201
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is £136
includes taxes & fees
18 Aug - 19 Aug
Villa Dubois Guest House Room 2
Dubois Guest House Room 203
Fridge, microwave, oven, stovetop

Dubois Guest House Room 203

The price is £148
includes taxes & fees
18 Aug - 19 Aug
Dubois Guest House Room 203
Villa Dubois Guest House Room 1
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 1

The price is £254
includes taxes & fees
24 Aug - 25 Aug
Villa Dubois Guest House Room 1
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

The price is £1,262
includes taxes & fees
27 Aug - 28 Aug
Five bedroom - 3 bath - Sleeps 12
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is £136
includes taxes & fees
19 Aug - 20 Aug
Villa Dubois Guest House Room 4
Wrigleyville Suites Room 6
Interior

Wrigleyville Suites Room 6

The price is £143
includes taxes & fees
18 Aug - 19 Aug
Wrigleyville Suites Room 6
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Northwest Side Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Second time staying here and never fails to impress "
John 2-night trip
Posted 4 hours ago
InterContinental Chicago Magnificent Mile by IHG