Winnetka Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Winnetka Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
West Athens
Save 100% on your flight
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very Good! (1,256 reviews)
Clean convenience family loved the stay.

Reviewed on Feb. 24, 2025

The Velvet Rope

The Velvet Rope

3 out of 5
Uptown Design District
per person
Apr. 10 - Apr. 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
9.8/10 Exceptional! (59 reviews)
The property had great decor and facilities and was very quiet. We only saw one other couple when we were there. Unfortunately, the breakfast lounge was only open one day when we were there at 8:30. The room itself could do with extra hangers for towels in the bathroom, as there was only one hook. And there was also no storage for clothes, other than three hangers in the closet Other than that, we really enjoyed our stay.

Reviewed on Dec. 11, 2024

The Dixie Hollywood

The Dixie Hollywood

3 out of 5
Hollywood
Save 100% on your flight
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
7.2/10 Good! (1,008 reviews)
We were very comfortable; the accommodation was good, and the place was very quiet.

Reviewed on Feb. 19, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (1,000 reviews)
I enjoyed our stay. Would love to come visit again if we travel LA

Reviewed on Feb. 24, 2025

Budget Inn Hollywood

Budget Inn Hollywood

2 out of 5
Hollywood
Save 100% on your flight
per person
May 17 - May 24
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Los Angeles (LAX)
5.2/10 (78 reviews)
I did not enjoy this property at all really. It felt unsafe and really sketchy. I was desperate for a room and that was the cheapest place I could find so I booked it. Inconvenient parking and small and narrow, but I have a transit van so I’m surprised it got in and out with some maneuvering. Other wise just a bare bones room that has a janky bed and a janky bathroom situation. I would suggest having your own bedding and pillows. And wipe surfaces before you touch them, the black light reveals much. It is close to the sites in Hollywood so there’s that.

Reviewed on Jan. 19, 2025

Ready to book your vacation to Winnetka?

 

Choose your dates

Winnetka Hotel Deals

Hotel Burbank
Hotel Burbank
3 out of 5
150 E Angeleno Ave, Burbank, CA
Fully refundable
The price is CA $277 per night from Mar. 2 to Mar. 3
CA $277
CA $309 total
includes taxes & fees
Mar 2 - Mar 3
8.6/10 Excellent! (4,811 reviews)
"Downtown Burbank, with plenty of dining options and a shopping mall, is all within a few blocks of the hotel. There's plenty of parking, albeit just under $30 a day, and the traffic getting in and out of the parking garage is minimal. Plus the hotel is right off the freeway. There is a train that ..."

Reviewed on Feb. 21, 2025

Hotel Burbank
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 CA $268 per night from Mar. 2 to Mar. 3
CA $268
CA $311 total
includes taxes & fees
Mar 2 - Mar 3
8.6/10 Excellent! (3,784 reviews)
"Property itself was great. Did exactly what it needed too. Area around the hotel isnt the greatest. No morning dining options on the universal walk. No target or convenience shops around the area unfortunately."

Reviewed on Feb. 20, 2025

Sheraton Universal Hotel
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 CA $319 per night from Feb. 25 to Feb. 26
CA $319
CA $420 total
includes taxes & fees
Feb 25 - Feb 26
9/10 Wonderful! (4,198 reviews)
"I enjoyed and the hotel was nice"

Reviewed on Feb. 21, 2025

Loews Hollywood Hotel
See all 7,385 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winnetka vacation package cost?
You’ll find cheap prices from CA $734 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.

Discover the most popular places to visit in Winnetka

Universal Studios Hollywood

Universal Studios Hollywood

4.5/5(422 reviews)

Get ready for the ultimate Hollywood experience!

Universal Studios Hollywood
Long Beach Cruise Terminal

Long Beach Cruise Terminal

4/5(153 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
Staples Center which includes a statue or sculpture, signage and shopping

Crypto.com Arena

4.5/5(212 reviews)

This multipurpose sports arena has hosted some of the world’s biggest musical acts and is home to two National Basketball Association teams.

Crypto.com Arena

What to do in Winnetka

Aquarium of the Pacific Timed Tickets

Aquarium of the Pacific Timed Tickets

CA $64
per adult
90% of travellers recommend
Aquarium of the Pacific Timed Tickets
Dining at Hard Rock Cafe Hollywood FLwith Priority Seating

Dining at Hard Rock Cafe Hollywood FL

CA $56
per adult
100% of travellers recommend
Dining at Hard Rock Cafe Hollywood FL
LA with Starline Bus

City Sightseeing Los Angeles & Hollywood: Hop-On Hop-Off Bus Tour

CA $69
per adult
74% of travellers recommend
City Sightseeing Los Angeles & Hollywood: Hop-On Hop-Off Bus Tour
See all activities in Winnetka
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.