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Our top choices for Winnetka bed & breakfast

The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (492 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is SAR 458
SAR 537 total
includes taxes & fees
12 Feb - 13 Feb
The Sono Chicago

The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (196 reviews)
"Very clean room, friendly staff"
United States
STEVEN
The price is SAR 708
SAR 799 total
includes taxes & fees
19 Feb - 20 Feb
The Publishing House B&B

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very Good, (106 reviews)
"cozy and close to cool places"
United States
Winter Fox
The price is SAR 131
SAR 285 total
includes taxes & fees
16 Feb - 17 Feb
Dorothy's

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (630 reviews)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is SAR 126
SAR 298 total
includes taxes & fees
17 Feb - 18 Feb
The Villa Toscana

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (498 reviews)
"Wonderful room, very good breakfast!"
United States
James
The price is SAR 400
SAR 696 total
includes taxes & fees
24 Feb - 25 Feb
House 5863 - Chicago Bed and Breakfast

Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (259 reviews)
"Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so."
United States
Jeffrey
Wicker Park Inn

Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (114 reviews)
"Great place"
United States
Jeffrey
The price is SAR 772
SAR 906 total
includes taxes & fees
23 Feb - 24 Feb
Villa D' Citta

Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (389 reviews)
"We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!"
United States
Kristin
The price is SAR 571
SAR 645 total
includes taxes & fees
12 Feb - 13 Feb
Ray's Bucktown B&B

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (122 reviews)
"Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park "
United States
Elizabeth
The price is SAR 866
SAR 961 total
includes taxes & fees
23 Feb - 24 Feb
Harvey House Bed & Breakfast
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

Frequently asked questions

Searching for B&Bs in Winnetka?
If you're looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your vacation. When you venture out to explore Winnetka, Lake Michigan is a some popular sight to visit.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best bed and breakfasts in Winnetka?
Here are some B&Bs in the surrounding area: Dorothy's: 7 rooms. 12.1 mi (19.5 km) from the heart of Winnetka.The Villa Toscana: 9 rooms. 12.1 mi (19.5 km) from the downtown core. House 5863 - Chicago Bed and Breakfast: 7 rooms. Situated 9 mi (14.5 km) from the heart of Winnetka. Enjoy the designer toiletries and private yard. The Sono Chicago: 7 rooms. 14.6 mi (23.5 km) from the heart of downtown. Enjoy the rooftop terrace and fireplace in the lobby. Ray's Bucktown B&B: 11 rooms. Located 13.2 mi (21.2 km) from the core of Winnetka. Enjoy the free cooked breakfast and rooftop terrace.
When should I stay at a B&B in Winnetka?
When you're planning your escape to Winnetka, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What is there to do in Winnetka?
When you want to spend some time in the great outdoors, Lake Michigan and Maple Street Beach are some notable spots. You might put Chocolate Box and Elder Lane Beach on your list if you want to see more of the area.
How can I get to and around Winnetka?
Mapping out your trip in and around Winnetka is easy with these transportation options. Fly into Chicago, IL (PWK-Chicago Executive), which is located 8.4 mi (13.5 km) away from the heart of the city. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.