Trendy San Francisco Weekend Getaway from under $150 😍

San Francisco Weekend Getaway from $148—Top-Rated Staypineapple Hotel & Flights!

from $148

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ALTERNATIVE DEALS

from$84

Hotels

Rock-Bottom Rates on a Trendy San Francisco Hotel 🛎👏

Stay at a Central San Francisco Yotel from $84 Per Night—Usually $200+

from$84

from$439

Vacations

Playa del Carmen Beachcation at an All-Inclusive Riu Resort 🧡🌴

4-Night Playa del Carmen Getaway from $439—Flights & All-Inclusive Resort Included

from$439

from$684

Vacations

Luxe 5-Night Getaway to the Azores 🐬 🌋

Round-Trip Flights & 5 Nights at an Award-Winning 4-Star Hotel from $684

from$684

from$478

Vacations

Great-Value Iceland Getaway this Fall or Winter 🍁🌌

Vacation in the Heart of Reykjavík from $479—Airfare & Centric Hotel

from$478

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Published by

Molly Cowen·11/27/2022

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Pirates, we've found a San Francisco weekend vacation from less than the usual price of flights alone! Fly out from Friday to Sunday and spend two nights at the 3-star Staypineapple, An Elegant Hotel, Union Square (4.5/5 on TripAdvisor & winner of the 2022 Travelers' Choice Award) — a super trendy hotel just a 5-minute walk from Union Square, with perks like afternoon treats and coffee. We've found the best deals on dates through March.