Bed and Breakfast in North Side

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

Featured B&B in North Side

Free WiFi, bed sheets
Dorothy's

Dorothy's

3.0 star property
Lakeview
8.4 out of 10, Very good, (92)
"Halsted is a nice neibourhood. We liked the secondhand shops."
United States
Lisa
The price is NZ$158
includes taxes & fees
13 Nov - 14 Nov
Dorothy's
Exterior
The Villa Toscana

The Villa Toscana

2.5 star property
Lakeview
7.8 out of 10, Good, (617)
"We "
United States
Brian
The price is NZ$160
includes taxes & fees
17 Nov - 18 Nov
The Villa Toscana
Front of property
Ray's Bucktown B&B

Ray's Bucktown B&B

3.5 star property
Bucktown
9.8 out of 10, Exceptional, (381)
"Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!"
United States
Tala
The price is NZ$323
includes taxes & fees
13 Nov - 14 Nov
Ray's Bucktown B&B
Lobby sitting area
Villa D' Citta

Villa D' Citta

3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (110)
"Would stay again anytime!!"
United States
Dominic
The price is NZ$427
includes taxes & fees
1 Dec - 2 Dec
Villa D' Citta
5 bedrooms, free WiFi, bed sheets
Five bedroom - 3 bath - Sleeps 12

Five bedroom - 3 bath - Sleeps 12

Lakeview
The price is NZ$1,601
includes taxes & fees
2 Dec - 3 Dec
Five bedroom - 3 bath - Sleeps 12
Private kitchen
The Sono Chicago

The Sono Chicago

3.5 star property
Near North Side
10.0 out of 10, Exceptional, (480)
"Great location and hospitality! "
United States
Teresa
The price is NZ$279
includes taxes & fees
24 Nov - 25 Nov
The Sono Chicago
Staircase
The Publishing House B&B

The Publishing House B&B

3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (187)
"This was my first time ever booking at a bed & breakfast and it was amazing!!! The staff were so helpful & great. The breakfast was very delicious. My room was perfect & clean. Everyone was so lovely. Can’t wait to go back!!!"
United States
Jazmine
The price is NZ$424
includes taxes & fees
16 Nov - 17 Nov
The Publishing House B&B
Property entrance
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4.0 star property
Oak Park
9.8 out of 10, Exceptional, (119)
"Beautiful home, welcoming host."
United States
scott
The price is NZ$453
includes taxes & fees
13 Nov - 14 Nov
Harvey House Bed & Breakfast
Exterior
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 star property
Edgewater
9.0 out of 10, Wonderful, (490)
"I loved it was so close to busy Chicago but in the quiet subarbs where it was nice and quiet and felt very safe.The rooms were excellent and well equipped and the kitchen was full of snacks to eat when you wanted and a great selection of drinks. If I ever came to Chicago I would stay here again also the hosts were fantastic "
United Kingdom
Mark
The price is NZ$323
includes taxes & fees
13 Nov - 14 Nov
House 5863 - Chicago Bed and Breakfast
Property entrance
Wicker Park Inn

Wicker Park Inn

3.5 star property
West Town
9.0 out of 10, Wonderful, (256)
"My husband and I loved our stay. The room was beautiful, clean, and comfortable. Being able to stay in a neighborhood inn made our trip to Chicago memorable. We went to the Wicker Park Farmer's Market, ate at local restaurants, hung out at local bars, met cool people, and just enjoyed being part of the city. "
United States
Melissa
Wicker Park Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Side Hotel Reviews

Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent
"Great location to stay in a lovely area!"
Emily 1-night trip
Posted 2 days ago
Best Western Plus Hawthorne Terrace Hotel

Find out more about North Side

North Side B&B information

Number of reviews
Accommodation
 B&B
Lowest Price
Highest Price

Explore a world of travel with Expedia