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Winnetka Vacations

Pack those stellar shades. We have Winnetka vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Winnetka – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Winnetka vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Winnetka

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Winnetka vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Winnetka well.

Winnetka Flight + Hotel packages

Top Hotel Deals

See all 1,096 Hotels in Winnetka
Best Western Canoga Park Motor Inn

Best Western Canoga Park Motor Inn

20122 Vanowen Street, Winnetka
4.0 out of 5.0

Located in San Fernando, this hotel is 2.1 mi (3.4 km) from Westfield Topanga and within 6 mi (10 km) of Van Nuys Golf Course and Anthony C. Beilenson Park. ...

$120

$120
The Garland

The Garland

4222 Vineland Ave, North Hollywood
4.5 out of 5.0

Located near Universal Studios Theme Park, Universal CityWalk, and CBS Studio Center, this Art Deco hotel in North Hollywood is also close to the Hollywood ...

$179

$179
The Hollywood Roosevelt

The Hollywood Roosevelt

7000 Hollywood Blvd, Hollywood
4.5 out of 5.0

Attracting Hollywood's stars since it opened in 1927, The Hollywood Roosevelt offers a prime location along the Hollywood Walk of Fame, across from Grauman's ...

$239

$239
Custom Hotel Los Angeles Airport

Custom Hotel Los Angeles Airport

8639 Lincoln Blvd, Los Angeles
4.0 out of 5.0

The hotel is within 2 mi (3 km) of the Los Angeles International Airport (LAX) and Loyola Marymount University and within 6 mi (10 km) of Venice Beach, Marina ...

$104

$104
Loews Hollywood Hotel

Loews Hollywood Hotel

1755 North Highland Avenue, Hollywood
4.5 out of 5.0

Set in the Hollywood & Highland entertainment complex, Loews Hollywood Hotel is next to TCL Chinese Theater, the Walk of Fame, and the Dolby Theater, venue for ...

$224

$224
Hilton Los Angeles/Universal City

Hilton Los Angeles/Universal City

555 Universal Hollywood Dr, Universal City
4.0 out of 5.0

Located in the city's entertainment capital, this 24-story L.A. hotel offers complimentary tram service to Universal Studios Hollywood and Citywalk. A Metro ...

$209

$209
The LINE Hotel

The LINE Hotel

3515 Wilshire Blvd, Los Angeles
4.5 out of 5.0

Located in Koreatown, this hotel is within 3 mi (5 km) of MacArthur Park, Microsoft Theater, and Staples Center. Los Angeles Convention Center is 3 mi (4.8 km) ...

$169

$169
Mondrian Los Angeles

Mondrian Los Angeles

8440 W Sunset Blvd, West Hollywood
5.0 out of 5.0

Mondrian is near some of the best spots in the city. Located on the famed Sunset Strip, close to iconic bars such as The Roxy and Viper Room. Just a mile from ...

$201

$201
Best Western Plus Carriage Inn

Best Western Plus Carriage Inn

5525 Sepulveda Blvd, Sherman Oaks
3.0 out of 5.0

This north Los Angeles hotel is 6 miles from Universal Studios, 7 miles from Hollywood, and 15 miles from Santa Monica. Bob Hope Burbank Airport is just 8 miles ...

$110

$110
The Jeremy Hotel West Hollywood

The Jeremy Hotel West Hollywood

8490 Sunset Boulevard, West Hollywood

Situated on the Strip, this luxury hotel is within 3 mi (5 km) of Madame Tussauds Hollywood, TCL Chinese Theatre, and Dolby Theater. Hollywood Walk of Fame and ...

$199

$199

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.