Winnetka Vacations from $372

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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
Save 100% on your flight
Price was $737, price is now $372 per person
$372
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (307 reviews)
perfect for me - charming and chill

Reviewed on Jan 15, 2026

Parker Palm Springs

Parker Palm Springs

5 out of 5
Price was $2,004, price is now $994 per person
$994
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.8/10 Excellent! (315 reviews)
Excellent stay at the Parker! Fantastic service, incredible food and a beautiful hotel! Loved it! Definitely will come again!!!

Reviewed on Jan 9, 2026

Fleur Noire Hotel - 21 and Over

Fleur Noire Hotel - 21 and Over

3.5 out of 5
Uptown Design District
Price was $1,418, price is now $710 per person
$710
per person
Feb 22 - Feb 28
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
9.6/10 Exceptional! (870 reviews)
Staff are very friendly and helpful. The small cabins around the pool was different and gave the hotel character. It was walkable to downtown area.

Reviewed on Jan 12, 2026

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $1,236, price is now $639 per person
$639
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
9.2/10 Wonderful! (80 reviews)
Staff and management were amazing! Very accommodating and they communicate and respond back conveniently. Directions were clear and precise on check in and check out. The unit itself was really spacious for the 5 of us! I would highly recommend booking with this team!

Reviewed on Jan 10, 2026

Royal Sun Palm Springs

Royal Sun Palm Springs

4 out of 5
Save 100% on your flight
Price was $1,304, price is now $677 per person
$677
per person
Feb 22 - Feb 28
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
8.4/10 Very Good! (236 reviews)
Great customer service. Clean rooms

Reviewed on Jan 4, 2026

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

Crypto.com Arena

4.5/5(1,867 reviews)

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
Los Angeles Convention Center

Los Angeles Convention Center

4.5/5(1,413 reviews)

During your trip, find out what's happening at Los Angeles Convention Center, a top convention center in Los Angeles. Experience the acclaimed theater scene and great live music in this vibrant area.

Los Angeles Convention Center

What to do in Winnetka

Disneyland® Park

Disneyland® Resort Tickets

$116
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
$117 nightly
The price is $130 total per night from Jan 22 to Jan 23
$130 total
Jan 22 - Jan 23
Total with taxes and fees
8.8/10 Excellent! (5,418 reviews)
Staff is excellent... Very good value...

Reviewed on Jan 15, 2026

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
$247 nightly
The price is $287 total per night from Jan 20 to Jan 21
$287 total
Jan 20 - Jan 21
Total with taxes and fees
9/10 Wonderful! (4,865 reviews)
Rooms were very well appointed, clean and very comfortable bed

Reviewed on Jan 13, 2026

Loews Hollywood Hotel
Hotel Angeleno

Hotel Angeleno

4 out of 5
170 N Church Lane Los Angeles CA
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $243 total per night from Jan 25 to Jan 26
$243 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (2,033 reviews)
We have stayed at this hotel dozens of times and each time the experience is the same, excellent!

Reviewed on Jan 15, 2026

Hotel Angeleno
See all 7,624 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 $372 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.