Winnetka Vacations from $374

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Your Winnetka Vacation

Reserve a Winnetka vacation package and concentrate on what matters — having fun. There's no more stressful planning, just a lot more time to savor the best of this interesting city, such as its family-friendly attractions and lively atmosphere. Any trip to Winnetka needs a well-designed itinerary. Fill yours with major attractions like California State University-Northridge, Westfield Topanga and Woodley Park. A few clicks is all it takes to craft a tailor-made Winnetka vacation on Expedia.

The Latest Winnetka vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Carson

DoubleTree by Hilton Carson

4 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip flight included
Houston (IAH) to Los Angeles (LAX)
8.4/10 Very Good! (1,006 reviews)
Great stay ! Clean pool, good food !! Late check out

Reviewed on Jul 2, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Houston (IAH) to Los Angeles (LAX)
8.4/10 Very Good! (1,004 reviews)
Loved most of it, the only complaint is the parking is expensive for not being on site, but not too bad, across the street, underground.

Reviewed on Jul 1, 2025

Hotel H-Wood

Hotel H-Wood

2.5 out of 5
Hollywood
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Houston (IAH) to Los Angeles (LAX)
6/10 (509 reviews)
Great staff. Good rooms

Reviewed on Jul 4, 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Los Angeles (LAX)
8.6/10 Excellent! (61 reviews)
What a unique little gem of a property! The rooms are small, but clean and well-decorated. The self-check in kiosk with a virtual desk clerk was new to me, but check in went very smoothly.

Reviewed on Jul 1, 2025

SunCoast Park Hotel Anaheim Resort, Tapestry by Hilton

SunCoast Park Hotel Anaheim Resort, Tapestry by Hilton

3.5 out of 5
Anaheim Resort
Save 100% on your flight
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Dallas (DAL) to Los Angeles (LAX)
9.2/10 Wonderful! (1,610 reviews)
Love this hotel!!! Perfect Disney stay

Reviewed on Jul 3, 2025

Don't see what you're looking for?
See all available trips from Columbus to Winnetka
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Discover the most popular places to visit in Winnetka

Universal Studios which includes rides, signage and a fountain

Universal Studios Hollywood

4.5/5(3,924 reviews)

Part film and TV studio, part entertainment complex and part amusement park with full-throttle fun at every turn.

Universal Studios Hollywood
Dodger Stadium

Dodger Stadium

4.5/5(966 reviews)

Dodger Stadium is one of the more well-known attractions to visit during your trip to Los Angeles. Experience the fascinating museums and great live music in this vibrant area.

Dodger Stadium
Long Beach Cruise Terminal

Long Beach Cruise Terminal

4.5/5(1,079 reviews)

Explore the waterfront in Long Beach with a trip to Long Beach Cruise Terminal. Experience the acclaimed art scene or attend a sporting event in this walkable area.

Long Beach Cruise Terminal

What to do in Winnetka

Disneyland® Park

Disneyland® Resort Tickets

$149
per adult
86% of travellers recommend
Disneyland® Resort Tickets
Knott's Berry Farm Tickets

Knott's Berry Farm Tickets

$70
per traveler
84% of travellers recommend
Knott's Berry Farm Tickets
Aquarium of the Pacific Timed Tickets

Aquarium of the Pacific Timed Tickets

$45
per adult
90% of travellers recommend
Aquarium of the Pacific Timed Tickets
See all activities in Winnetka

Winnetka Hotel Deals

Loews Hollywood Hotel
Loews Hollywood Hotel
4 out of 5
1755 North Highland Avenue, Los Angeles, CA
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $316 total per night from Jul 6 to Jul 7
$316 total
Jul 6 - Jul 7
Total includes taxes and fees
9/10 Wonderful! (4,322 reviews)
"This hotel was excellent overall. My only problem was the waiter in the restaurant was having a bad day and was not good with us when we were having breakfast. Besides that everything was excellent."

Reviewed on Jul 3, 2025

Loews Hollywood Hotel
The Hollywood Roosevelt
The Hollywood Roosevelt
4 out of 5
7000 Hollywood Blvd, Los Angeles, CA
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $243 total per night from Jul 20 to Jul 21
$243 total
Jul 20 - Jul 21
Total includes taxes and fees
8.8/10 Excellent! (1,504 reviews)
"great staff. great location"

Reviewed on Jul 3, 2025

The Hollywood Roosevelt
Glendale Express Hotel Los Angeles
Glendale Express Hotel Los Angeles
3 out of 5
450 West Pioneer Drive, Glendale, CA
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $131 total per night from Jul 6 to Jul 7
$131 total
Jul 6 - Jul 7
Total includes taxes and fees
7.8/10 Good! (2,958 reviews)
"👍👍👍"

Reviewed on Jul 2, 2025

Glendale Express Hotel Los Angeles
See all 7,006 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.

Find the Best Winnetka Vacation Packages

Winnetka Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Los Angeles Intl. Airport (LAX)
Max Temp Winter
65ºF
Max Temp Summer
80ºF
Top Sights
Getty Center, Topanga State Park and Will Rogers State Beach

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Frequently asked questions

How much does a Winnetka vacation package cost?
You'll find cheap prices from $374 on Expedia for your Winnetka break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Winnetka costs.
What are the cheapest months to go to Winnetka?
You can generally find lower rates and greater availability in January, June and November. Explore our cheap Winnetka vacation packages and you could get some great off-season deals.
How many days is enough for Winnetka?
Typically, a handful of days is enough to go to the major sights during your Winnetka vacation. However, if you'd like to have more time to unwind or go on day tours, think about extending your itinerary.
How to find the best Winnetka package deals?
Start your search for a Winnetka package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Winnetka package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winnetka getaway off to a flying start.
Is it cheaper to book a Winnetka vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a tailored Winnetka vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Winnetka?
If you've got your Winnetka travel dates finalized, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Winnetka vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Winnetka vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.