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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 10,283 reviews and posted 2,266 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
Vanessa is the reason I'll be back at this hotel, super nice, informative and great service. Great host, 5 stars. The room was clean, and they had everything I needed. They have...
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Executive Inn and Suites
#2 Hotel in Oakland
Executive Inn and Suites
I blindly chose this hotel at random because of location and pleasantly surprised doesn't cut it! Front desk was friendly and informative. Had dinner and drinks at the bar and the...
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Waterfront Hotel, a Joie de Vivre hotel
#3 Hotel in Oakland
Waterfront Hotel, a Joie de Vivre hotel
We went to Oakland for a wedding, and stayed at the Waterfront Hotel. The rooms were very nice, quite clean, and fairly spacious. The staff was friendly and helpful. The decor...
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2. Find the right flight
Cheap Flights to Oakland
All Washington to Oakland (WAS-OAK) fares found by travelers in the past 72 hours*
Dec
$482 round trip
Jan
$376 round trip
Feb
$550 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.