Winnetka Vacations from $204

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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.
Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

2 out of 5
Hollywood
Price was $364, price is now $204 per person
$204
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.6/10 Good! (547 reviews)
I liked the clean room, nice enough for the price. The odd thing was that there are no people there, a person appears on a screen on a kiosk when you go in. It seems to be managed remotely. There are housekeeping staff but we didn't see them. For us, that was a bit strange, and we couldn't access any tourist information about the area from the hotel since there was no one there.

Reviewed on Nov 1, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was $638, price is now $302 per person
$302
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,005 reviews)
La habitación en buenas condiciones y el personal muy amable . El lugar es muy céntrico y seguro en Beverly hills

Reviewed on Oct 31, 2026

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Price was $568, price is now $287 per person
$287
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (3,529 reviews)

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Price was $499, price is now $263 per person
$263
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (2,148 reviews)
The room was nicely cleaned as well as the bathroom

Reviewed on Oct 31, 2026

Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

5 out of 5
Wilshire Montana
Save 100% on your flight
Price was $2,855, price is now $1,700 per person
$1,700
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.2/10 Wonderful! (541 reviews)

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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
Echo Park Lake: Swan Pedal Boat Rental

Echo Park Lake: Swan Pedal Boat Rental

$13
per adult
98% of travellers recommend
Echo Park Lake: Swan Pedal Boat Rental
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
$242 nightly
The price is $281 total per night from Nov 15 to Nov 16
$281 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (5,659 reviews)
"Room was clean. Great location with plenty of things to do."

Reviewed on Nov 2, 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
$192 nightly
The price is $223 total per night from Nov 29 to Nov 30
$223 total
Nov 29 - Nov 30
Total with taxes and fees
8.8/10 Excellent! (4,349 reviews)
"N/A"

Reviewed on Nov 2, 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
$127 nightly
The price is $143 total per night from Dec 1 to Dec 2
$143 total
Dec 1 - Dec 2
Total with taxes and fees
Hotel Burbank
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 $204 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.