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Trendy San Francisco Weekend Getaway from under $150 😍

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

from $148

Published by
Molly Cowen·11/27/2022

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.

Travel Period

November 2022 - April 2023


  • Las Vegas
  • Los Angeles
  • San Diego
  • Seattle
  • Dallas


  • San Francisco

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.