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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 $380

Destination Dates Price per Person
Oakland, CA
All Dates from $392
See options below

Available Dates

Destination Next Weekend Price per Person
Oakland, CA
Leaving Thu, Nov 26
    Returning Tue, Dec 1

from $867
Destination More Weekends Price per Person
Oakland, CA
Leaving Thu, Dec 3
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $433
from $496
from $450
Oakland, CA
Leaving Fri, Dec 4
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $399
from $461
from $415
Oakland, CA
Leaving Sat, Dec 5
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $438
from $392

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
Long Beach, CA
All Dates from $291
Los Angeles, CA
All Dates from $324
Anaheim, CA
All Dates from $327
San Diego, CA
All Dates from $329
Orange County, CA
All Dates from $329
Monterey/ Carmel, CA
All Dates from $336

Other Off the Beaten Path Destinations

Destination Dates Price per Person
Milwaukee, WI
All Dates from $198
Akron/ Canton, OH
All Dates from $207
Indianapolis, IN
All Dates from $230
Columbus, OH
All Dates from $256

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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