Winnetka Vacations from $393

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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.
The Cole

The Cole

3.5 out of 5
Little Tuscany
Price was $762, price is now $393 per person
$393
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (307 reviews)
Truly enjoyed out stay! They have a bar and restaurant on site which is super convenient and the location is great! Close to everything including the Casino.

Reviewed on Dec 11, 2025

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $1,875, price is now $912 per person
$912
per person
Mar 4 - Mar 11
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
This apartment was perfect for what we needed. It is central to many parts so you could walk if you wanted. We did rent a car so it was great that free parking for 2 spots was available. It was clean and had everything we needed for our short stay. I'd likely come and stay again when I am back in the area

Reviewed on Nov 10, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was $906, price is now $450 per person
$450
per person
Feb 18 - Feb 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (1,001 reviews)
Great staff and location . Would return .

Reviewed on Dec 7, 2025

Malibu Country Inn

Malibu Country Inn

3 out of 5
Central Malibu
Price was $963, price is now $503 per person
$503
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
7.8/10 Good! (1,000 reviews)
Quiet, clean room. We enjoyed the view even though it was mostly freeway!

Reviewed on Dec 10, 2025

Fleur Noire Hotel - 21 and Over

Fleur Noire Hotel - 21 and Over

3.5 out of 5
Uptown Design District
Save 100% on your flight
Price was $1,910, price is now $1,113 per person
$1,113
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
9.6/10 Exceptional! (870 reviews)
Clean room, wonderful staff and very nice and cozy feel to it. Really cite place with a warm vibe!

Reviewed on Dec 16, 2025

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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

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

Universal Studios Hollywood
Staples Center which includes shopping, signage and a statue or sculpture

Crypto.com Arena

This multipurpose sports arena has hosted some of the world’s biggest musical acts and is home to two National Basketball Association teams.

Crypto.com Arena
Long Beach Cruise Terminal

Long Beach Cruise Terminal

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

$188
per adult
88% of travellers recommend
Disneyland® Resort 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
Los Angeles: Natural History Museum of LA Entry Ticket

Los Angeles: Natural History Museum of LA Entry Ticket

$18
per adult
94% of travellers recommend
Los Angeles: Natural History Museum of LA Entry Ticket
See all activities in Winnetka

Winnetka Hotel Deals

Hotel Burbank

Hotel Burbank

3 out of 5
150 E Angeleno Ave Burbank CA
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $170 total per night from Dec 25 to Dec 26
$170 total
Dec 25 - Dec 26
Total with taxes and fees
8.8/10 Excellent! (5,318 reviews)
Room was extremely clean and a very comfortable size. The staff was so friendly and patient with my questions and went above and beyond. Also, there is a convenient cafe on the lobby level.

Reviewed on Dec 15, 2025

Hotel Burbank
Loews Hollywood Hotel

Loews Hollywood Hotel

4 out of 5
1755 North Highland Avenue Los Angeles CA
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $266 total per night from Dec 21 to Dec 22
$266 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (4,787 reviews)
The staff and service was top notch. Very customer focuses.

Reviewed on Dec 13, 2025

Loews Hollywood Hotel
Sheraton Universal Hotel

Sheraton Universal Hotel

4 out of 5
333 Universal Hollywood Drive Universal City CA
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $206 total per night from Jan 11 to Jan 12
$206 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.6/10 Excellent! (4,059 reviews)
Wasn't able to keep heater set at a comfortable temp?

Reviewed on Dec 15, 2025

Sheraton Universal Hotel
See all 7,375 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 $393 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.

Explore a world of travel with Expedia

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