Find Family Hotels in Winnetka, IL from CA $209

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Check availability on Winnetka Family Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Winnetka Family Hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2063)
"Beautiful property, will definitely stay there again."
The price is CA $247
CA $330 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hyatt Regency McCormick Place Chicago
Enjoy al fresco dining in a serene outdoor space with a fire feature, cushioned bench, and beautifully landscaped surroundings.

Hyatt Regency McCormick Place Chicago

4.0 star property
9.2 out of 10, Wonderful, (1010)
"Great place to stay especially with the price! "
The price is CA $260
CA $337 total
includes taxes & fees
Aug 20 - Aug 21
Hyatt Regency McCormick Place Chicago
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2548)
"Hotel is amazing "
The price is CA $209
CA $286 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago
Sheraton Grand Chicago Riverwalk
Relax in our spacious seating area, enjoy a drink at the well-stocked bar, and take in the elegant ambiance.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1419)
"Nice location and rooms"
The price is CA $302
CA $395 total
includes taxes & fees
Sep 1 - Sep 2
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Hotel entrance with a prominent sign and contemporary design.

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1518)
"This is a nice hotel in a great neighborhood. "
The price is CA $274
CA $365 total
includes taxes & fees
Sep 1 - Sep 2
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Standing tall in the heart of the city, this hotel boasts a striking curved glass facade.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2731)
"Wonderful place to stay definitely will return"
The price is CA $244
CA $321 total
includes taxes & fees
Aug 24 - Aug 25
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1955)
"Great place !"
The price is CA $219
CA $257 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1594)
"Lovely hotel and in the most convenient location"
The price is CA $253
CA $339 total
includes taxes & fees
Aug 17 - Aug 18
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1817)
"Great hotel "
The price is CA $320
CA $416 total
includes taxes & fees
Aug 10 - Aug 11
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park Gold Experience
Relax in this inviting room with a large table, flat-screen TV, and bookshelf.

Fairmont Chicago at Millennium Park Gold Experience

4.5 star property
9.2 out of 10, Wonderful, (131)
"Always a great place to stay!"
The price is CA $544
CA $679 total
includes taxes & fees
Aug 31 - Sep 1
Fairmont Chicago at Millennium Park Gold Experience
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.

Top Winnetka Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very walkable to many attractions. Close to many tourist attractions."
William 2-night trip
Posted 23 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

What's Winnetka like for family-friendly vacations?
The destination of Winnetka is a great choice if you've been thinking about a vacation with your kids. The sporting events, forests, and coffee shops are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Chicago, IL (PWK-Chicago Executive), which is the closest airport, or Chicago O'Hare Intl. Airport (ORD), which is located 12.5 mi (20.2 km) from the city center.
When's the best time to book a family-friendly vacation in Winnetka?
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's there to see and do with your family in Winnetka?
While you are visiting Winnetka, you might want to round up the kiddos and make time to see interesting attractions such as Chocolate Box and Wrigley Field. Make sure you have plenty of time to take in activities in the area like Naval Base Great Lakes, Michigan Avenue, and Navy Pier.
What's the best way for us to get around Winnetka?
To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. Winnetka might not have very many public transit options so consider renting a car to explore more.