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Search Guest Houses in Winnetka

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Winnetka guest houses

A corner building with a black door, numbered 3305, and a black iron fence in front.

1. Chicago Avenue Inn

Chicago Avenue Inn
2.0 star property
Humboldt Park
7.0 out of 10, Good, (121 reviews)
"Clean place with a decent location."
Germany
Evelyn
$99 nightly
The price is $110
Oct 26 - Oct 27
Total with taxes and fees
Chicago Avenue Inn
A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

2. Mccormick Place Guest House

Mccormick Place Guest House
3.0 star property
Bronzeville
6.6 out of 10, (102 reviews)
"Overall I like the place. If you are looking for a place that is"
United States
Tyler
$106 nightly
The price is $125
Sep 29 - Sep 30
Total with taxes and fees
Mccormick Place Guest House
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 Winnetka Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My husband took a shower in the morning, and the water was freezing cold. The night before the water was hot. Low water pressure. But other than that, it was a good hotel and stay. Would stay there again. The employees were very friendly and helpful. 4 out of 5 only because of the cold shower. Also, if you book through a third-party breakfast is not included!"
Chastity 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Winnetka

Winnetka Guest Houses information

Number of reviews
121
Accommodation
5 Guest Houses
Lowest Price
$110
Highest Price
$125

Frequently asked questions

What is the nightly rate for a guest house in Winnetka?
Rates for Winnetka guest houses vary, but travelers can find great-value prices from $110 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winnetka guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winnetka guest house and a B&B?
A guest house in Winnetka is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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