Winnetka Vacations from $266
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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.
Big Bear Spa Suites
$2,294
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.2/10 Very Good! (350 reviews)
This place was so comfy and cozy, the bed was so comfortable and the spa in the room was amazing. We loved it and will definitely stay here again.
Reviewed on Oct 7, 2026
Malibu Country Inn
Central Malibu
$393
per person
Jan 7 - Jan 11
found 2 days ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.8/10 Good! (1,007 reviews)
great location, peaceful, quiet and beautiful! has sea and mountain views. Staff was helpful and friendly. Our room had no phones, broken blinds, no hot water heating kettle and a leaking fridge, was not cleaned inside. Balcony was not cleaned. We had to check out early, just one day: due to flood warnings and coastal high waves. But the hotel refused to refund the money. very bad. Hotels .com does not help either.
Has good parking and good view, great location.
Reviewed on Oct 17, 2026
Fleur Noire Hotel - 21 and Over
Uptown Design District
$600
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.6/10 Exceptional! (1,003 reviews)
We loved our stay at Fleur Noir. It is a quirky little place with plenty of charm. We have to shout out Bree who goes above and beyond and is a ray of sunshine!
Reviewed on Oct 16, 2026
What to do in Winnetka
Los Angeles: Natural History Museum of LA Entry Ticket
$18
per adult
96% of travellers recommend
Hollywood, Beverly Hills and Celebrity Homes Open Air Van Tour
$29
per adult
94% of travellers recommend
Winnetka Hotel Deals
Loews Hollywood Hotel
1755 North Highland Avenue Los Angeles CA
Fully refundableReserve now, pay when you stay
$242 nightly
$281 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (5,616 reviews)
"The hotel is clean and feels very safe. The rooms are comfortable and you cannot beat the convenience of the location"
Reviewed on Oct 18, 2026
Sheraton Universal Hotel
333 Universal Hollywood Drive Universal City CA
Fully refundableReserve now, pay when you stay
$211 nightly
$245 total
Nov 5 - Nov 6
Total with taxes and fees
8.8/10 Excellent! (4,326 reviews)
"."
Reviewed on Oct 19, 2026
Hotel Burbank
150 E Angeleno Ave Burbank CA
Fully refundableReserve now, pay when you stay
$149 nightly
$167 total
Nov 18 - Nov 19
Total with taxes and fees
9/10 Wonderful! (6,316 reviews)
"Really nice stay. All the hotel staff were very nice. The place was clean and comfortable. My TV remote didn’t work and they came right away to replace it."
Reviewed on Oct 19, 2026
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 $266 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
- Walt Disney Studios
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- Museum of Tolerance
- Sherman Oaks Galleria
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- The Japanese Garden
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- Greystone Mansion & Park
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- Candy Cane Lane
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- Frederick R. Weisman Art Foundation
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- Rodeo Drive
- Great Wall of Los Angeles Mural
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- El Capitan Theatre
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- Sunset Strip
- Petersen Automotive Museum
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- Hollywood Wax Museum
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- Dodger Stadium
- Santa Monica Pier
- The Wizarding World of Harry PotterTM
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
