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Departure City: New York City

Destination: Oakland , CA

Dates: All Dates

Change your departure city  |  Modify your search  |  Package prices are based on double occupancy and include all tax recovery charge & service fees.


Flight + Hotel

(optional car available) 

Flight + Car

Your dates from $329

Destination Dates Price per Person
Oakland, CA
All Dates from $338
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Available Dates

Destination Next Weekend Price per Person
Oakland, CA
Leaving Thu, Feb 18
    Returning Mon, Feb 22
    Returning Tue, Feb 23

from $580
from $384
Oakland, CA
Leaving Fri, Feb 19
    Returning Mon, Feb 22
    Returning Tue, Feb 23

from $618
from $423
Oakland, CA
Leaving Sat, Feb 20
    Returning Mon, Feb 22
    Returning Tue, Feb 23

from $534
from $338

Compare your options instantly! We have already priced alternatives based on your search so you can easily find the best deal for you.

Other California Destinations

Destination Dates Price per Person
Monterey/ Carmel, CA
All Dates from $282
Long Beach, CA
All Dates from $301
Anaheim, CA
All Dates from $328
Orange County, CA
All Dates from $334
Sacramento, CA
All Dates from $338
San Francisco, CA
All Dates from $340

Other Off the Beaten Path Destinations

Destination Dates Price per Person
Akron/ Canton, OH
All Dates from $215
Milwaukee, WI
All Dates from $216
Indianapolis, IN
All Dates from $224
Charlotte, NC
All Dates from $265

Oakland: Why Go

City Center
Photo by IgoUgo.com Market in Chinatown
Photo by IgoUgo.com Sailing
Photo by IgoUgo.com
Oakland, CA: There Is a There, There
Contrary to Gertrude Stein's famous quote, "There is no there, there," Oakland's natural beauty, diverse neighborhoods, and spectacular views of San Francisco Bay make it the place to be.

Break the bank dinner: Entering Oliveto in Rockridge is like stepping into a Tuscan villa. Savor co-owner (and early Chez Panisse chef) Chef Paul Bertolli's artisan salumi or anything from the wood oven. Whether you climb the sweeping staircase to the elegant restaurant on the second floor, or opt for the casual cafe on the ground floor, you're sure to enjoy fresh, seasonal Italian cuisine.

Day after the break the bank dinner: If you're looking for some good home cooking (and bargain prices), get the ribs and a side of baked beans at Everett and Jones BBQ. Tip: save room for the sweet potato pie.

Editor's favorite watering hole: George and Walt's is a neighborhood hangout with roots. Head over for a game of pool and a beer, but remember to add your name to the white board on the wall--otherwise you may never get to play.

Place we love, even if it's touristy: Yoshi's Japanese Restaurant & World Class Jazz House at Jack London Square is the spot to go for live jazz and fresh sushi. While the combo seems unlikely, it works here, and when you make dinner reservations it guarantees you a table for the show.

The real deal: While the Ferry Building across the bay gets lots of attention, the Oakland Artisan Marketplace at Jack London Square is a good bet to marvel at just-picked, local produce and handmade crafts.

Chill-out spot: Whether you run, walk, or bike the three-and-a-half mile path around Lake Merritt, or you row in this urban saltwater lake, there's no denying that it's a local gem.

Where the locals go: Give the old dinner-and-a-movie thing a twist and catch a flick at the Parkway Theater. You can sit back on a couch and order the Zorba the Greek salad or the Buffalo wings of desire and wash 'em down with a pitcher of beer.

Where to blow a paycheck: Husband-wife team Chris and Alexandra Silverman opened Twenty Two Shoes, a little shoe boutique on College Avenue. Soon after, they began to design their own line, which is crafted in Italy and showcased here.

Editor's Oakland Picks

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