Winnetka Holidays

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Top hotels in Winnetka

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 €278 per night from 25 Aug to 26 Aug
€278
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (4,386 reviews)
"Excellent hotel which is very convenient for all Hollywood attractions. Room was good size with nice comfy bed."

Reviewed on 5 Aug 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 €187 per night from 1 Sept to 2 Sept
€187
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (3,873 reviews)
"We appreciated the extra bedding for the sleeper, unasked. We found the bed so much more comfortable however. All else was all we needed. The Take and Go where you ring up your own snacks from the cold shelves is a great customer service, especially when the lines are long. The CityWalk to Universal ..."

Reviewed on 7 Aug 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 €242 per night from 1 Sept to 2 Sept
€242
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,563 reviews)
"Absolute beautiful hotel. PROS: convenience. Right in the heart of Hollywood so you don't need to walk far for anything. Seriously comfortable beds Rooms are very quiet Room service was exceptional Easy check in and out Polite staff CONS: Room was crazy small. Felt really cramped. No coffee maker ..."

Reviewed on 5 Aug 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.

Popular places to visit

What to do in Winnetka

Frequently asked questions

How much does a Winnetka holiday package cost?
You'll find cheap prices 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 holiday 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 holiday packages and you could get some excellent off-season deals.
How many days is enough for Winnetka?
With a well-organised 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 holiday 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 holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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 travelling 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 holiday package.

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