Winnetka Vacations from $218

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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.
Budget Inn Hollywood

Budget Inn Hollywood

2 out of 5
Hollywood
Save 100% on your flight
Price was $395, price is now $218 per person
$218
per person
Nov 3 - Nov 6
just found
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
5.2/10 (241 reviews)
This is definitely a bed in a room that locks with a bathroom, and if that’s all you need, like I did, it’s a solid choice.

Reviewed on Aug 15, 2025

The Muse Hotel

The Muse Hotel

2 out of 5
Warm Sands
Price was $745, price is now $356 per person
$356
per person
Nov 7 - Nov 10
found 1 day 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

Table Mountain Casino Resort

Table Mountain Casino Resort

3.5 out of 5
Price was $423, price is now $221 per person
$221
per person
Oct 29 - Nov 1
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
9.4/10 Exceptional! (668 reviews)
The staff was courteous and friendly. Plenty of space and lots of fun.

Reviewed on Aug 22, 2025

The Cole

The Cole

3.5 out of 5
Little Tuscany
Save 100% on your flight
Price was $897, price is now $470 per person
$470
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (293 reviews)
For the price of the rooms this hotel hit the spot. Good location, clean, and easy check in/out process.

Reviewed on Aug 11, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Price was $638, price is now $347 per person
$347
per person
Sep 26 - Sep 29
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.4/10 Very Good! (1,005 reviews)
The front desk staff was super helpful and nice. Dinner was less than a block away. It appears that the hotel is in transition of ownership. The room was clean but the restroom needed a little face lift . Overall, good price for location.

Reviewed on Aug 23, 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
$254 nightly
The price is $295 total per night from Aug 25 to Aug 26
$295 total
Aug 25 - Aug 26
Total with taxes and fees
9/10 Wonderful! (4,409 reviews)
"Everyone that worked there were soooo helpful and courteous"

Reviewed on Aug 22, 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 with taxes and fees
8.6/10 Excellent! (3,897 reviews)
"Great place to stay. Very close to Universal Studios Hollywood."

Reviewed on Aug 23, 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
$169 nightly
The price is $197 total per night from Sep 21 to Sep 22
$197 total
Sep 21 - Sep 22
Total with taxes and fees
8/10 Very Good! (1,692 reviews)
"Nice place. Cool staff."

Reviewed on Aug 23, 2025

The LINE Hotel
See all 6,984 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 $218 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.