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Find a Bed and Breakfast in Northwest Side from CA $92

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Northwest Side B&B

Our top choices for Northwest Side bed & breakfast

Dorothy's
1 bedroom, free WiFi, bed sheets

Dorothy's

3.0 star property
8.2 out of 10, Very good, (64)
"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 CA $92
CA $157 total
includes taxes & fees
Sep 21 - Sep 22
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (591)
"Was a great stay!"
The price is CA $105
CA $179 total
includes taxes & fees
Aug 25 - Aug 26
The Villa Toscana
Ray's Bucktown B&B
Front of property

Ray's Bucktown B&B

3.5 star property
9.8 out of 10, Exceptional, (370)
"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 CA $249
CA $281 total
includes taxes & fees
Aug 26 - Aug 27
Ray's Bucktown B&B
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 CA $292
CA $330 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $174
CA $282 total
includes taxes & fees
Aug 24 - Aug 25
House 5863 - Chicago Bed and Breakfast
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!"
The price is CA $283
CA $332 total
includes taxes & fees
Sep 2 - Sep 3
Wicker Park Inn
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (468)
"Loved the shared kitchen access! "
The price is CA $230
CA $270 total
includes taxes & fees
Aug 26 - Aug 27
The Sono Chicago
Harvey House Bed & Breakfast
Property entrance

Harvey House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (116)
"Large uniquely, decorated rooms,very comfortable ,great breakfast, great breakfast space, fun conversations at breakfast"
The price is CA $363
CA $416 total
includes taxes & fees
Aug 25 - Aug 26
Harvey House Bed & Breakfast
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 CA $397
CA $466 total
includes taxes & fees
Aug 25 - Aug 26
Villa D' Citta
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Fridge, microwave, oven, stovetop

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!

9.8 out of 10, Exceptional, (145)
"We were thrilled with the little neighborhood and options for food, drinks and shopping. Super easy to hop on bus to and from Wrigley!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
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 CA $234
CA $403 total
includes taxes & fees
Sep 6 - Sep 7
Dubois Guest House Room 201
Villa Dubois Guest Room 6
Fridge, microwave, oven, stovetop

Villa Dubois Guest Room 6

The price is CA $187
CA $328 total
includes taxes & fees
Sep 14 - Sep 15
Villa Dubois Guest Room 6
Dubois Guest House Room 101
TV, fireplace, books

Dubois Guest House Room 101

The price is CA $234
CA $403 total
includes taxes & fees
Sep 7 - Sep 8
Dubois Guest House Room 101
Villa Dubois Guest House Room 5
Fridge, oven, stovetop, coffee/tea maker

Villa Dubois Guest House Room 5

The price is CA $187
CA $328 total
includes taxes & fees
Sep 14 - Sep 15
Villa Dubois Guest House Room 5
Villa Dubois Guest House Room 4
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 4

The price is CA $234
CA $393 total
includes taxes & fees
Sep 14 - Sep 15
Villa Dubois Guest House Room 4
Villa Dubois Guest House Room 2
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 2

The price is CA $234
CA $388 total
includes taxes & fees
Sep 14 - Sep 15
Villa Dubois Guest House Room 2
Dubois Guest House Room 202
Fridge, microwave, oven, stovetop

Dubois Guest House Room 202

2.0 out of 10, (1)
The price is CA $234
CA $403 total
includes taxes & fees
Sep 6 - Sep 7
Dubois Guest House Room 202
Wrigleyville Suites Room 2
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 2

2.0 star property
2.0 out of 10, (1)
The price is CA $222
CA $387 total
includes taxes & fees
Aug 23 - Aug 24
Wrigleyville Suites Room 2
Villa Dubois Guest House Room 1
Fridge, microwave, oven, stovetop

Villa Dubois Guest House Room 1

The price is CA $281
CA $456 total
includes taxes & fees
Sep 14 - Sep 15
Villa Dubois Guest House Room 1
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 Northwest Side Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"“Self park” to outsiders or people from out of country means something else. Please publish that you have NO parking available. Parking lots around the Hotel are not specifically designated for guests. Plus the high rate of daily cost will drain your vacation budget if it was not accounted for."
Liana 4-night trip
Posted 7 hours ago
Congress Plaza Hotel