Winnetka Vacations from $244

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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.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Price was $449, price is now $244 per person
$244
per person
Jan 18 - Jan 22
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (2,148 reviews)
It was great

Reviewed on Nov 8, 2026

Big Bear Spa Suites

Big Bear Spa Suites

3 out of 5
Price was $6,247, price is now $2,785 per person
$2,785
per person
Dec 22 - Dec 29
found 11 hours ago
Roundtrip flight included
New York (NYC) to Los Angeles (LAX)
8.2/10 Very Good! (351 reviews)
Great location and a perfect way to spend a romantic weekend! Highly recommend!

Reviewed on Oct 23, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was $1,269, price is now $601 per person
$601
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,005 reviews)
Very safe area, easy access to public transportation. Some noise with construction outside but overall good experience for the value.

Reviewed on Nov 9, 2026

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Price was $807, price is now $387 per person
$387
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (3,529 reviews)
Check in was tedious and time consuming. There was no front desk; just a machine with a virtual attendant. Almost an hour just to check in as the line moved slow, encumbered by the limitations of the machine. Weird and off putting, cold. Even after going through the motions, my card key failed to open the door. There are other options for staying in Glendale area. Pass this one by.

Reviewed on Nov 9, 2026

The Hollywood Franklin Hotel near Universal Studios

The Hollywood Franklin Hotel near Universal Studios

3 out of 5
Hollywood
Price was $1,162, price is now $663 per person
$663
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9/10 Wonderful! (1,925 reviews)
This hotel is a GEM and I definitely plan on staying there again. Very clean, definitely has a classic mid-century modern design, someone put a lot of effort into the decorating. Just the sheer amount of Hollywood autographs and memorabilia that they have in their Lobby could keep you busy for hours. It's also only a short 8 minute walk to Ameoba Music! A+

Reviewed on Nov 8, 2026

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What to do in Winnetka

Disneyland® Park

Disneyland® Resort Tickets

$166
per adult
88% of travellers recommend
Disneyland® Resort Tickets
Los Angeles Chargers Football Game at SoFi Stadium

Los Angeles Chargers Football Game at SoFi Stadium

$229
per adult
Los Angeles Chargers Football Game at SoFi Stadium
Los Angeles: Natural History Museum of LA Entry Ticket

Los Angeles: Natural History Museum of LA Entry Ticket

$18
per adult
96% of travellers recommend
Los Angeles: Natural History Museum of LA Entry Ticket
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
$263 nightly
The price is $306 total per night from Nov 22 to Nov 23
$306 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (5,723 reviews)
"SUCH A GREAT HOTEL!!! loved my stay, felt right at home and very safe :) As a frequent solo traveler that is really important to me!"

Reviewed on Nov 9, 2026

Loews Hollywood Hotel
Hotel Burbank

Hotel Burbank

3 out of 5
150 E Angeleno Ave Burbank CA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $143 total per night from Dec 9 to Dec 10
$143 total
Dec 9 - Dec 10
Total with taxes and fees
9/10 Wonderful! (6,423 reviews)
"Excellent all the way around"

Reviewed on Nov 9, 2026

Hotel Burbank
The LINE Hotel LA

The LINE Hotel LA

4 out of 5
3515 Wilshire Blvd Los Angeles CA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $202 total per night from Dec 8 to Dec 9
$202 total
Dec 8 - Dec 9
Total with taxes and fees
The LINE Hotel LA
See all 7,336 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 $244 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.