Winnetka Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • 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.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Price was CA $1,717, price is now CA $1,123 per person
CA $1,123
per person
Nov 27 - Dec 4
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.6/10 Excellent! (911 reviews)
Easy access to the freeway

Reviewed on Oct 27, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was CA $2,448, price is now CA $1,338 per person
CA $1,338
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very good! (1,005 reviews)

Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

5 out of 5
Wilshire Montana
Save 100% on your flight
Price was CA $4,526, price is now CA $2,641 per person
CA $2,641
per person
Jan 7 - Jan 11
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Los Angeles (LAX)
9.2/10 Wonderful! (541 reviews)

The Historic Broadlind Hotel at Long Beach Convention Center

The Historic Broadlind Hotel at Long Beach Convention Center

3 out of 5
Downtown Long Beach
Save 100% on your flight
Price was CA $3,724, price is now CA $2,227 per person
CA $2,227
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Los Angeles (LAX)
7.6/10 Good! (959 reviews)

Fleur Noire Hotel - 21 and Over

Fleur Noire Hotel - 21 and Over

3.5 out of 5
Uptown Design District
Save 100% on your flight
Price was CA $3,304, price is now CA $2,168 per person
CA $2,168
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
9.6/10 Exceptional! (1,003 reviews)
We had a great stay here and would definitely come back. The room was spotless, spacious, and full of character, with a cute patio, beautiful vintage-style decor, and unique painted walls. The property feels peaceful and spread out, with plenty of space to relax privately. There are several fire pits and seating areas throughout the desert landscaping, along with lots of trees that add to the atmosphere. The pool was clean and surrounded by plenty of lounge chairs. The staff was incredibly friendly, helpful, and always available when needed. We also loved the gated parking, which is a huge bonus. The location couldn't be better, with downtown, restaurants, and shops all just minutes away. Overall, a charming, comfortable place to stay, and we'd happily book it again.

Reviewed on Oct 26, 2026

Ready to book your vacation to Winnetka?

 

Choose your dates

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 CA $296 per night from Nov 15 to Nov 16
CA $296
CA $393 total
Nov 15 - Nov 16
includes taxes & fees
9.2/10 Wonderful! (5,644 reviews)
"Stay was smooth and luxurious. The property is well maintained and has good food options. Although I will say I was blindsided by the destination fee of 35$ per day. The receptionist did not explain the charges and was being a bit rude. I would expect more hospitality when Im paying premium prices. ..."

Reviewed on Oct 27, 2026

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 CA $295 per night from Nov 9 to Nov 10
CA $295
CA $343 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (4,346 reviews)
"My family and I stayed here for Universal Studios fright night. It's very convenient as you just take their shuttle to the park and back, and it's free. There's valet parking for a fee of course, but it's better than parking it yourself. The hotel is a little pricier than other hotels, but you have ..."

Reviewed on Oct 26, 2026

Sheraton Universal Hotel
Hotel Burbank

Hotel Burbank

3 out of 5
150 E Angeleno Ave Burbank CA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Nov 18 to Nov 19
CA $208
CA $234 total
Nov 18 - Nov 19
includes taxes & fees
Hotel Burbank
See all 7,457 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

What to do in Winnetka

Universal Studios Hollywood Tickets

Universal Studios Hollywood Tickets

CA $141
per adult
94% of travellers recommend
Universal Studios Hollywood Tickets
LA with Starline Bus

City Sightseeing LA & Hollywood: Hop-On Hop-Off Bus Tour - 4 Routes

CA $73
per adult
74% of travellers recommend
City Sightseeing LA & Hollywood: Hop-On Hop-Off Bus Tour - 4 Routes
Universal Studios Hollywood - Universal Express Ticket

Universal Studios Hollywood Express Tickets

CA $310
per traveller
92% of travellers recommend
Universal Studios Hollywood Express Tickets
See all activities in Winnetka

Frequently asked questions

How much does a Winnetka vacation package cost?
You can snap up a vacation package to this top destination from CA $1,123 on Expedia. But how much your vacation to Winnetka costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Winnetka?
You can usually find lower rates and greater availability in April, June and September. Check out our cheap Winnetka vacation packages and you could land some great off-season discounts.
How many days is enough for Winnetka?
To fully enjoy a Winnetka vacation, we recommend staying for 2 days. Divide your time between discovering El Caballero Country Club, Santa Susana Pass State Historic Park and other key sights, as well as experiencing neighbourhoods like Warner Centre and Lake Balboa. If you've got some spare time, add a tour or day trip to your Winnetka vacation itinerary.
How to find the best Winnetka package deals?
Begin your search for a Winnetka package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Winnetka package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winnetka escape 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 cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Winnetka vacation by choosing your preferred accommodation type, airline and car class.
How to plan a trip to Winnetka?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Winnetka.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Winnetka. Then, select a property that suits your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Winnetka. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Winnetka vacation package that brings all your bookings together.

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