Winnetka Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
Hollywood Inn Suites Hotel
SIRTAJ - Beverly Hills
1 Hotel West Hollywood
Glendale Hotel
Malibu Country Inn

Ready to book your vacation to Winnetka?

 

Choose your dates

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 $322 per night from Dec. 25 to Dec. 26
CA $322
CA $425 total
includes taxes & fees
Dec 25 - Dec 26
9/10 Wonderful! (4,118 reviews)
"Great!"

Reviewed on Dec. 22, 2024

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 $266 per night from Jan. 22 to Jan. 23
CA $266
CA $309 total
includes taxes & fees
Jan 22 - Jan 23, 2025
8.6/10 Excellent! (3,698 reviews)
"Second time staying at this property and it did not disappoint. I love the shuttle available to universal studios and the location is perfect"

Reviewed on Dec. 22, 2024

Sheraton Universal Hotel
The Pierside Santa Monica
The Pierside Santa Monica
4 out of 5
120 Colorado Avenue, Santa Monica, CA
Fully refundableReserve now, pay when you stay
The price is CA $343 per night from Dec. 26 to Dec. 27
CA $343
CA $472 total
includes taxes & fees
Dec 26 - Dec 27
8.6/10 Excellent! (1,060 reviews)
"I loved the free yoga on the beach! Plus you were able to take a record player plus a few albums up to your room - that was fun! They had plenty of things you take to the beach (towels, umbrellas, chairs) and I spotted some bicycles that I assume you could also use. So much to do, but we only had ..."

Reviewed on Dec. 17, 2024

The Pierside Santa Monica
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.

Frequently asked questions

How much does a Winnetka vacation package cost?
You’ll find cheap prices from CA $648 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 typically find lower prices and greater availability in April, June and September. Explore our cheap Winnetka vacation packages and you could get some excellent off-season deals.
How many days is enough for Winnetka?
With a well-organized schedule, you can easily tick off the top Winnetka sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Winnetka vacation for longer.
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.
How to plan a trip to Winnetka?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Winnetka.
  2. Set your budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Winnetka. Then, choose a property that fits your budget, whether that’s a low-cost option or a lavish retreat.
  3. Set the duration of your trip: Start by listing all the activities and attractions you want to experience in Winnetka. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Winnetka vacation package.

Discover the most popular places to visit in Winnetka

What to do in Winnetka

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