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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
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21 Nov - 23 Nov

Featured B&B in North Side and around

Dorothy's
Free WiFi, bed sheets

Dorothy's

3.0 star property
8.4 out of 10, Very good, (78)
"Clean room beautiful.yards convenient"
The price is €92
includes taxes & fees
28 Sept - 29 Sept
Dorothy's
The Villa Toscana
Exterior

The Villa Toscana

2.5 star property
7.8 out of 10, Good, (608)
"Just a wonderful tranquil oasis in such a large city and busy section of town."
The price is €102
includes taxes & fees
28 Sept - 29 Sept
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, (377)
"Absolutely one of the best stays I’ve ever had. "
The price is €167
includes taxes & fees
1 Oct - 2 Oct
Ray's Bucktown B&B
Villa D' Citta
Lobby sitting area

Villa D' Citta

3.5 star property
9.4 out of 10, Exceptional, (109)
"Great place"
The price is €241
includes taxes & fees
27 Oct - 28 Oct
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, (147)
"Great location. Location was clean and everything was good!"
Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Wrigleyville Suites Room 1
Fridge, microwave, oven, stovetop

Wrigleyville Suites Room 1

2.0 star property
2.0 out of 10, (2)
"I booked the property and received a confirmation email with a receipt only to have the property never respond to me and I had to call customer service for over two hours to find out they double booked it. Due to not finding this out till 2 hrs before checkin we had to cancel the trip!"
Wrigleyville Suites Room 1
Five bedroom - 3 bath - Sleeps 12
5 bedrooms, free WiFi, bed sheets

Five bedroom - 3 bath - Sleeps 12

The price is €1,279
includes taxes & fees
29 Sept - 30 Sept
Five bedroom - 3 bath - Sleeps 12
Adorable bed & breakfast in Chicago2222
Pool

Adorable bed & breakfast in Chicago2222

2.0 star property
Adorable bed & breakfast in Chicago2222
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 North Side Hotel Reviews

Dorothy's

Dorothy's

10/10 Excellent
"Exactly what I needed. Just in town for one night to see a late show at the Metro. Everything was walking distance. Adorable furnishings, clean, pet friendly, great breakfast and patio at the sister accommodation next door and well priced. Loud bars close by, but, that was as described. My dog was not bothered. Thank you!"
Gina 1-night trip
Posted 2 days ago
Dorothy's

Find out more about North Side

Find out more about North Side

North Side B&B information

Number of reviews
1,051
Accommodation
13 B&B
Lowest Price
€92
Highest Price
€1,279

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