Winnetka Vacations from $163

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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.
Hilton Anaheim

Hilton Anaheim

4 out of 5
Anaheim Resort
Save 100% on your flight
Price was $285, price is now $163 per person
$163
per person
Sep 22 - Sep 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.8/10 Good! (3,405 reviews)
For a hotel to charge paying guests in Southern California for parking is immoral. To charge upwards of $40 should be outright against the law. Shame on you.

Reviewed on Aug 16, 2025

The Muse Hotel

The Muse Hotel

2 out of 5
Warm Sands
Price was $744, price is now $369 per person
$369
per person
Nov 7 - Nov 10
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.6/10 Exceptional! (28 reviews)
I had a wonderful experience staying at the Muse Hotel. Customer service was phenomenal and the accommodations were delightful! Looking forward to staying here again soon!

Reviewed on Aug 18, 2025

Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

5 out of 5
Wilshire Montana
Price was $2,230, price is now $1,217 per person
$1,217
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.2/10 Wonderful! (461 reviews)
Oceana was the perfect hotel to spend on the last leg of my trip in LA. We relaxed by the pool and walked along the beach. It's quiet and the rooms are very spacious. The design is very pleasing to the eye. Everyone was friendly and professional - special thanks to Hakeem, Leonard, and Daniel. We will be back.

Reviewed on Aug 19, 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
Price was $382, price is now $215 per person
$215
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.6/10 Excellent! (115 reviews)
Will stay again soon

Reviewed on Aug 20, 2025

ERTH INN by AGA Los Angeles

ERTH INN by AGA Los Angeles

3 out of 5
Save 100% on your flight
Price was $636, price is now $362 per person
$362
per person
Oct 28 - Nov 2
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.6/10 Good! (1,000 reviews)
Came for a procedure at USC & hotel is conveniently located across the street.

Reviewed on Aug 6, 2025

Don't see what you're looking for?
See all available trips from Columbus to Winnetka
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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

Part film and TV studio, part entertainment complex and part amusement park with full-throttle fun at every turn.

Universal Studios Hollywood
Dodger Stadium

Dodger Stadium

Catch an event at Dodger Stadium during your trip to Los Angeles. Experience the fascinating museums and great live music in this vibrant area.

Dodger Stadium
Long Beach Cruise Terminal

Long Beach Cruise Terminal

Explore the waterfront in Long Beach with a trip to Long Beach Cruise Terminal. Experience the acclaimed art scene or attend a sporting event in this walkable area.

Long Beach Cruise Terminal

What to do in Winnetka

Disneyland® Park

Disneyland® Resort Tickets

$109
per adult
86% 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
Catalina Express - San Pedro to Avalon ONE-WAY

Catalina Express: San Pedro to Avalon One-Way Ferry

$47
per adult
76% 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
$263 nightly
The price is $306 total per night from Aug 22 to Aug 23
$306 total
Aug 22 - Aug 23
Total includes taxes and fees
9/10 Wonderful! (4,421 reviews)
"Great service and welcome!"

Reviewed on Aug 17, 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
$192 nightly
The price is $223 total per night from Sep 1 to Sep 2
$223 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (3,909 reviews)
"Staff not very helpfull explaining the room location, nor did they do anything to make you feel at home."

Reviewed on Aug 19, 2025

Sheraton Universal Hotel
The LINE Hotel

The LINE Hotel

4 out of 5
3515 Wilshire Blvd, Los Angeles, CA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $192 total per night from Sep 3 to Sep 4
$192 total
Sep 3 - Sep 4
Total includes taxes and fees
8/10 Very Good! (1,685 reviews)
"cute hotel"

Reviewed on Aug 19, 2025

The LINE Hotel
See all 6,975 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.

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Frequently asked questions

How much does a Winnetka vacation package cost?
You'll find cheap prices from $163 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.