Winnetka Vacations from $425
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Your Winnetka Vacation
The lively city of Winnetka is calling your name. Discover its hot spots and hidden treasures with a Winnetka vacation package that's customized to you. Any trip to Winnetka needs a well-planned itinerary. Fill yours with major attractions like Northwestern University, Chicago Botanic Garden and Ravinia Pavilion. Expedia has what you need to escape your routine. Tailor your vacation to Winnetka to suit your travel style, whatever that may be.
The Latest Winnetka Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,166 reviews)
We like staying at this property because it is convenient to many shopping and restaurant venues within a couple blocks.
The only thing that we didn’t like is that sometimes the unhoused individuals would come into the Ground floor entrance and beg for money. The security desk is not manned at times.
Other than that, the property is well kept and the staff is incredible! This was our second time staying here and we will stay again.
Reviewed on Jun 17, 2024
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 8
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,004 reviews)
Received email that there was free Breakfast, but it wasn't. It was $11/ per person. It was a little disappointing.
Reviewed on Jun 17, 2024
Winnetka Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 12,500 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Rosemont Theatre, Parkway Bank Park Entertainment District and Montrose Beach |
Winnetka Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $161 per night from Jul 1 to Jul 2
$161
$189 total
includes taxes & fees
Jul 1 - Jul 2
7.6/10 Good! (7,026 reviews)
"Wonderful location and a beautiful property."
Reviewed on Jun 17, 2024
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $182 per night from Jul 1 to Jul 2
$182
$214 total
includes taxes & fees
Jul 1 - Jul 2
8/10 Very Good! (2,402 reviews)
"The hotel offers a free breakfast buffet and free happy hour drinks limit two"
Reviewed on Jun 17, 2024
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $171 per night from Jul 1 to Jul 2
$171
$201 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (2,961 reviews)
"Great location. The rooms are nice and good for the price. I was in one of the top-most floors and the views were epic. Gym was good and practical. Staff were excellent. The location is basically unbeatable (I was in town for a convention and am an amateur photographer). I will visit again...thank ..."
Reviewed on Jun 17, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Winnetka
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Six Flags Great America
4.5/5(347 reviews)
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
Navy Pier
4.5/5(4,870 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Winnetka
Odyssey Lake Michigan Premier Dinner Cruise
$188
Per adult
76% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
$54
Per adult
96% of travellers recommend
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