An aerial view of a residential area with houses, roads, and trees.

Winnetka Holidays from £1,016

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Your Winnetka Holiday

Reserve a Winnetka holiday package and concentrate on what matters — having fun. There's no more stressful planning, just a lot more time to savour 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 holiday on Expedia.

Top Winnetka flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 30 Jan - 4 Feb

    W Los Angeles - West Beverly Hills + Flight

    Westwood
    5 nights
    4.5 star property
    8.4/10 - Very good (1,004 reviews)
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £1,401
    £1,016
    per traveller
    found 1 day ago
    W Los Angeles - West Beverly Hills
  • 28 Dec - 3 Jan

    SIRTAJ - Beverly Hills + Flight

    South of Wilshire
    6 nights
    4.0 star property
    8.2/10 - Very good (1,010 reviews)
    "Very safe area, easy access to public transportation. Some noise with construction outside but overall good experience for the value."
    Reviewed November 9, 2026
    Return • London (LHR) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • 1 stop
    £2,144
    £1,239
    per traveller
    found 6 hours ago
    SIRTAJ - Beverly Hills
  • 30 Jan - 4 Feb

    1 Hotel West Hollywood + Flight

    West Hollywood
    5 nights
    5.0 star property
    8.8/10 - Excellent (1,005 reviews)
    "I stayed here for about a week and had a great experience. The staff was friendly and helpful whenever approached, but never overly attentive or intrusive, as can sometimes be the case at other five-star hotels. I really appreciated their more hands-off approach, which made an extended stay feel relaxed, comfortable, and almost residential."
    Reviewed November 7, 2026
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £2,369
    £1,486
    per traveller
    found 1 day ago
    1 Hotel West Hollywood
  • 30 Jan - 4 Feb

    Kimpton La Peer West Hollywood + Flight

    West Hollywood
    5 nights
    5.0 star property
    8.4/10 - Very good (581 reviews)
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £1,828
    £1,274
    per traveller
    found 1 day ago
    Kimpton La Peer West Hollywood
  • 30 Jan - 4 Feb

    Santa Monica Proper Hotel, a Member of Design Hotels + Flight

    Downtown Santa Monica
    5 nights
    5.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    "This is an incredibly unique hotel .the architecture and the decor are amazing. Great location close to the beach.Nice pool area but small , make sure you reserve a chair way ahead of time. Beds are so comfortable ,shower has amazingly strong water flow great coffee in the morning . if you can if it matters to you get a room with a view otherwise you’ll be staring at a cement wall to the building next-door. The gym is really cool. The spa is beautiful. The only thing is the drinks are $25 apiece..."
    Reviewed November 9, 2026
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £2,233
    £1,589
    per traveller
    found 1 day ago
    Santa Monica Proper Hotel, a Member of Design Hotels

Winnetka Hotel Deals

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

Why should I book my Winnetka holiday with Expedia?

With excellent-value airfares, hotel and car hire choices all in the same place, Expedia makes planning your Winnetka getaway simple. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from awesome properties, add flights and/or a car hire (and maybe also some exciting activities!) and land incredible prices. Had a change of plans? Expedia has a flexible cancellation policy for many bookings. To discover more, head over to our Customer Service Portal link.

When is the best time of year to holiday in Winnetka?

If you'd like to experience the vibe of Winnetka during the high season, lock in your escape for March, May and August. January, June and November are generally the quietest months of the year. To get an idea of the type of weather to expect, the average daytime temperature in December, the coolest time of year in Winnetka, is 11ºC. The warmest month here is August, when temperatures average 25ºC.

What is the top hotel for my holiday in Winnetka?

Create lasting memories in Winnetka by choosing Loews Hollywood Hotel as your gateway to exploration and adventure.

How do I get a cheap holiday to Winnetka?

One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, hire cars and activities — we've got it all. Pick the combination that best fits you and see your savings stack up. We know holidays are never one-size-fits-all. That's why we offer more than 400 partner airlines and 321,000 hotels across the globe, so you can customise your Winnetka holiday your way. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.

What should I do on my Winnetka holiday?

With major attractions like California State University-Northridge and Candy Cane Lane, a holiday in Winnetka is packed with fun things to do and see. Warner Centre Woodland Hills and Skirball Cultural Centre are two other sights also worth checking out.

Do I need a visa for my Winnetka holiday?

Visa requirements for Winnetka vary depending on your nationality and reason for your visit. Make sure you check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures and any supporting documentation that might be necessary. Enquire about your visa requirements in advance to ensure a smooth travel experience. Also check to see that your passport is valid for a further six months from your planned date of return.

What should I wear on my Winnetka holiday?

Though everyone's personal style is different, it can help to have a few guidelines for what kind of clothes to wear on your holiday in Winnetka. Consider searching style blogs before leaving for inspiration on local dress codes or fashion trends. Have a look at the weather forecast so you can pack accordingly. The warmest month in Winnetka is August, with average daily temperatures of 25ºC. If you plan to travel in the coolest month of December, the mercury hovers around 11ºC during the day.

What does an Expedia Winnetka holiday include?

Hotels, car hires and flights, or any combination of the three — it's totally up to you. Whether you're exploring Winnetka with the kids or travelling with your friends, there's a bundle to suit your style and budget. Once you've made your booking, why not add on one or two activities? Explore a wide range of property types and choose one that suits your group size and travel needs. The most sought-after holiday rentals here are private holiday homes and apartments. With Expedia, it's easy to tailor your Winnetka escape the way you like.

Does Expedia offer Book Now, Pay Later Winnetka holidays?

Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple instalments that fit all budgets, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: Pressing the "book now" button is much easier with this plan. With no upfront fee for your holiday, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Winnetka Expedia holiday?

Yes, and with more than 400 airlines to select from across the globe, you're not short on choice. Have a look through the available options and find out which airline fits your needs and budget.

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