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Check prices for these dates

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

Browse Select North Side B&B

Our top choices for North 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 1.751.167 ₫
2.978.830 ₫ total
includes taxes & fees
7 Sept - 8 Sept
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 1.993.799 ₫
3.395.524 ₫ total
includes taxes & fees
25 Aug - 26 Aug
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 4.727.888 ₫
5.337.368 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Ray's Bucktown B&B
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 7.551.909 ₫
8.865.284 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Villa D' Citta
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

The Willows Hotel

The Willows Hotel

10/10 Excellent
"Quirky small hotel in a great neighborhood of Chicago. Perfect to walk to Cubs game. "
Michelle 1-night trip
Posted 1 day ago
The Willows Hotel