Winnetka Vacations from CNY3,044

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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.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (6,809 reviews)
I like the location.

Reviewed on 2 Jun 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Jul 11 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (208 reviews)
Loved all the neighborhood dogs & farmers market

Reviewed on 20 May 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Bid room but not cleaned nor updated. Late check out is only at 1pm. No room upgrade offered. There was 1 day that room was not serviced until late evening. Good location

Reviewed on 2 Jun 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (3,524 reviews)
Very nice hotel near everything in Chicago. The rooftop 10/10. Not problem at our stay only one thing. They offer us a room with view at the river but the room wasn’t available until almost 6pm when the check in is 4pm .

Reviewed on 3 Jun 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on 10 Jan 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
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CNY1,194 per night from Jun 16 to Jun 17
CNY1,194
CNY1,402 total
includes taxes & fees
16 Jun - 17 Jun
7.6/10 Good! (6,830 reviews)
"I like the location."

Reviewed on 2 Jun 2024

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CNY1,606 per night from Jun 30 to Jul 1
CNY1,606
CNY1,885 total
includes taxes & fees
30 Jun - 1 Jul
8/10 Very Good! (2,344 reviews)
"Great place for the price, close to nice restaurants and the river"

Reviewed on 2 Jun 2024

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CNY1,142 per night from Jul 3 to Jul 4
CNY1,142
CNY1,341 total
includes taxes & fees
3 Jul - 4 Jul
8.6/10 Excellent! (2,930 reviews)
"I LOVE THIS PLACE SO MUCH"

Reviewed on 1 Jun 2024

River Hotel
See all 4,160 properties in Winnetka
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winnetka vacation package cost?
We make it easy to travel the world, with Winnetka vacation packages starting from as little as CNY3,044. You’ll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Winnetka?
Bundle your flights and hotels, toss in extras such as a rental car or activities, and save with a Winnetka vacation package. You won’t just score superb discounts on your getaway — you’ll have a world of choice within your reach too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 properties worldwide. Your unforgettable vacation starts right here, right now!
Where should I stay in Winnetka?
A vacation in Winnetka wouldn’t be complete without visiting Wagner Farm, Langdon Park Beach and Elder Lane Beach. Spend your nights close to these popular attractions and make sightseeing easy.
How far in advance should I book my Winnetka vacation?
Smart travelers will likely want to book early. You can generally compare international fares on Expedia up to a year before your flight. If you’re purchasing your ticket at the last minute, fear not. Discounted prices sometimes occur just weeks prior to departure.
What does an Expedia Winnetka travel package include?
It comes down to what you’re looking for. If you’re traveling solo, you might decide to bundle hotels and flights. Taking the whole family to Winnetka? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Winnetka travel package?
Whether it’s relaxation or adventure you’re chasing, a Winnetka vacation package lets you plan your escape your way. Plus, you’ll score great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Winnetka Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Winnetka vacation package?
Because we understand life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you’ve booked your Winnetka vacation package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Winnetka

Image for Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

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.

Six Flags Great America
Image for McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Winnetka

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CNY188
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

CNY54
Per adult
94% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

CNY89
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Winnetka

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.