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Oakland Vacation Packages

Bay Bridge
Paddle boarding in the Estuary
oakland hills
Oakland Vacation Packages
Want to book a vacation to Oakland? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Oakland vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Oakland on TripAdvisor by comparing Oakland hotel and flight prices. Travelers like you have written 10,428 reviews and posted 2,371 candid photos for Oakland hotels. Book your Oakland vacation today!
Or build your own Oakland vacation package
BEST WESTERN PLUS Bayside Hotel
#1 Hotel in Oakland
BEST WESTERN PLUS Bayside Hotel
Mike Weber, that you so much for accommodating us in such a friendly and caring manner to our needs. The use of the meeting room for our son's rehearsal dinner was excellent and...
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Executive Inn and Suites
#2 Hotel in Oakland
Executive Inn and Suites
“Amazing Team” 01/13/2017
I cannot express how great the Executive Inn and Suites team is. They pay close attention to details and are prompt with returning phone calls. The hotel provides my company with...
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Waterfront Hotel, a Joie de Vivre hotel
#3 Hotel in Oakland
Waterfront Hotel, a Joie de Vivre hotel
We've had "staycations" here and found it comfortable and quiet. It's a good spot to enjoy the attractions of Jack London Square: wiine tasting, outdoor performances, Yoshi's, and...
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Cheap Flights to Oakland
All Washington to Oakland (WAS-OAK) fares found by travelers in the past 72 hours*
Feb
$444 round trip
Mar
$499 round trip
Apr
$557 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.