Winnetka Vacations from ￥183,402

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The Latest Winnetka Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
Oct 17 - Oct 24
found 20 hours ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.6/10 Excellent! (105 reviews)
Clean, quiet, newly renovated, easy & convenient parking, very reasonable rate on a Monday night.

Reviewed on Aug 6, 2025

The Pierside Santa Monica

The Pierside Santa Monica

4 out of 5
Downtown Santa Monica
Save 100% on your flight
per person
Oct 17 - Oct 24
found 3 hours ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.8/10 Excellent! (1,336 reviews)
The hotel is in a convenient location and very walkable. The property looks like it has been renovated, and the decor choices look great. Lobby is nice. Staff were friendly. The property does have lingering issues of an older building: Bathroom was small, toilet was weak, the lights went out while my daughter was in the shower. Our room had a pull out bed but no bedding. We did not visit the on site restaurant.

Reviewed on Aug 6, 2025

Modern Westwood Executive Suite

Modern Westwood Executive Suite

4.5 out of 5
Westwood
Save 100% on your flight
per person
Oct 17 - Oct 24
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Los Angeles (LAX)
No reviews
Fairmont Century Plaza Gold Experience

Fairmont Century Plaza Gold Experience

5 out of 5
Century City
per person
Oct 11 - Oct 14
found 2 hours ago
Roundtrip flight included
Tokyo (NRT) to Los Angeles (LAX)
9.8/10 Exceptional! (113 reviews)
This property was beautifully renovated. I visited with my teen daughter and felt very safe in the hotel and surrounding area. This hotel is very centrally located so if you are looking to hit up many sites in LA this is a great spot. Quiet and a little off the beaten path but definitely walkable to shopping (Century City) and Beverly Hills area. We booked the Gold level and it was great, They had a separate concierge lounge that you can get small breakfast items/appetizers/snacks and grab water/soda on the go. Bella (the other staff as well in the Gold level) were super friendly and helpful. Would definitely recommend!

Reviewed on Aug 1, 2025

Level Los Angeles Downtown - South Olive

Level Los Angeles Downtown - South Olive

4.5 out of 5
Downtown Los Angeles
per person
Oct 17 - Oct 24
found 21 hours ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.4/10 Very Good! (1,138 reviews)
It was great for our needs, 2 separate bedrooms and bathrooms. Great view. The only real issue was barking dog down the hall

Reviewed on Aug 7, 2025

Find the Best Winnetka Vacation Packages

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 ￥34,317 per night from Aug 30 to Aug 31
￥34,317
￥45,026 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (4,401 reviews)
"I have just arrived. As usual the standards of the hotel are wonderful. Seeing familiar staff, from my last stays are great. And a special mention, to Tyler, for greeting and organising my stay, at check in. Thanks Loews Regards, John from Australia!!"

Reviewed on Aug 7, 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 ￥27,639 per night from Sep 1 to Sep 2
￥27,639
￥32,115 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (3,870 reviews)
"One of the main reasons I booked here was due to the location and close proximity to Universal Studios. This made travel to and from the park seamless. I would recommend anyone looking to visit Universal studios to stay here. Staff were friendly and very helpful. I expected more from the breakfast ..."

Reviewed on Aug 4, 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 ￥31,100 per night from Sep 1 to Sep 2
￥31,100
￥41,574 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,566 reviews)
"Great place, was worth it."

Reviewed on Aug 5, 2025

The Hollywood Roosevelt
See all 6,925 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.

Discover the most popular places to visit in Winnetka

Universal Studios which includes rides, signage and a fountain

Universal Studios Hollywood

4.5/5(3,924 reviews)

Get ready for the ultimate Hollywood experience!

Universal Studios Hollywood
Dodger Stadium

Dodger Stadium

4.5/5(966 reviews)

Catch an event at Dodger Stadium during your trip to Los Angeles. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Dodger Stadium
Long Beach Cruise Terminal

Long Beach Cruise Terminal

4.5/5(1,079 reviews)

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

Universal Studios Hollywood Tickets

Universal Studios Hollywood Tickets

￥20,204
per adult
90% of travellers recommend
Universal Studios Hollywood Tickets
Madame Tussauds Hollywood Plus All New Marvel Universe 4D!

Madame Tussauds Hollywood

￥4,725
per traveler
90% of travellers recommend
Madame Tussauds Hollywood
Universal Studios Hollywood - Universal Express Ticket

Universal Studios Hollywood - Universal Express Ticket

￥39,729
per traveler
92% of travellers recommend
Universal Studios Hollywood - Universal Express Ticket
See all activities in Winnetka

Frequently asked questions

How much does a Winnetka vacation package cost?
You'll find cheap prices from ￥183,402 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.

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