Winnetka Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.

Top Winnetka Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
SIRTAJ - Beverly Hills
Glendale Hotel
Hollywood Inn Suites Hotel
Oceana Santa Monica, LXR Hotels & Resorts

Ready to book your vacation to Winnetka?

 

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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
The price is CA $333 per night from Aug 10 to Aug 11
CA $333
CA $434 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (4,377 reviews)
"Great location,Dolby theater is around the corner. Lots fun places and dining option at connected plaza. H2 Bar at lobby is a great place to have a drink and light food after show."

Reviewed on Aug. 8, 2025

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
The price is CA $258 per night from Aug 10 to Aug 11
CA $258
CA $300 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (3,876 reviews)
"The hotel as a whole was great!"

Reviewed on Aug. 7, 2025

Sheraton Universal Hotel
The Hollywood Roosevelt

The Hollywood Roosevelt

4 out of 5
7000 Hollywood Blvd, Los Angeles, CA
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Sep 1 to Sep 2
CA $291
CA $389 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,566 reviews)
"I waited to get a chair at the pool the whole and nothing, I think there needs to be a better system in place, otherwise I had a great stay."

Reviewed on Aug. 7, 2025

The Hollywood Roosevelt
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.

Discover the most popular places to visit in Winnetka

What to do in Winnetka

Frequently asked questions

How much does a Winnetka vacation package cost?
You can snap up a vacation package to this top destination from CA $628 on Expedia. But how much your vacation to Winnetka costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Winnetka?
You can usually find lower rates and greater availability in April, June and September. Check out our cheap Winnetka vacation packages and you could land some great off-season discounts.
How many days is enough for Winnetka?
To fully enjoy a Winnetka vacation, we recommend staying for 2 days. Divide your time between discovering El Caballero Country Club, Santa Susana Pass State Historic Park and other key sights, as well as experiencing neighbourhoods like Warner Centre and Lake Balboa. If you've got some spare time, add a tour or day trip to your Winnetka vacation itinerary.
How to find the best Winnetka package deals?
Begin your search for a Winnetka package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Winnetka package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winnetka escape 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 cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Winnetka vacation by choosing your preferred accommodation type, airline and car class.
How to plan a trip to Winnetka?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Winnetka.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Winnetka. Then, select a property that suits your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Winnetka. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Winnetka vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.