Winnetka Vacations from $248

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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.
Encore Inn Inglewood

Encore Inn Inglewood

2.5 out of 5
Lockhaven
Price was $550, price is now $248 per person
$248
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
6.4/10 (183 reviews)

Dream Inn

Dream Inn

3 out of 5
Lockhaven
Price was $805, price is now $250 per person
$250
per person
Sep 5 - Sep 7
found 2 days ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7/10 Good! (73 reviews)

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was $891, price is now $415 per person
$415
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,007 reviews)
quiet room

Reviewed on Jul 31, 2026

The Hollywood Franklin Hotel near Universal Studios

The Hollywood Franklin Hotel near Universal Studios

3 out of 5
Hollywood
Save 100% on your flight
Price was $488, price is now $264 per person
$264
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9/10 Wonderful! (1,819 reviews)
I loved my stay at the Hollywood Franklin. The valet parking with unlimited in/out was affordable and very useful. The aesthetic was really striking, I loved the touches of Old Hollywood, and it made for a comfortable and satisfying stay. I also loved the huge bathroom and shower. Would definitely stay again.

Reviewed on Jul 31, 2026

Kawada Hotel

Kawada Hotel

3 out of 5
Downtown Los Angeles
Save 100% on your flight
Price was $897, price is now $501 per person
$501
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (1,326 reviews)
Room was clean, but cramped. Staff were very friendly, not many amenities however location was unbeatable. For a 4 night stay with 2 guys it was serviceable, however I wouldn’t recommend for a large group or long stay.

Reviewed on Jul 27, 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: 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
Catalina Express - San Pedro to Avalon ONE-WAY

Catalina Express: San Pedro to Avalon One-Way Ferry

$50
per adult
80% of travellers recommend
Catalina Express: San Pedro to Avalon One-Way Ferry
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
$250 nightly
The price is $291 total per night from Aug 9 to Aug 10
$291 total
Aug 9 - Aug 10
Total with taxes and fees
9.2/10 Wonderful! (5,413 reviews)
"I loved the hotel but 32 dollars for oatmeal and fruit in the am, really???"

Reviewed on Jul 31, 2026

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
$171 nightly
The price is $199 total per night from Aug 16 to Aug 17
$199 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (4,282 reviews)
"Loved it"

Reviewed on Jul 31, 2026

Sheraton Universal Hotel
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 $172 total per night from Aug 16 to Aug 17
$172 total
Aug 16 - Aug 17
Total with taxes and fees
Hotel Burbank
See all 7,482 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 $248 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.