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Boston Weekend Getaway with Award-Winning Hotel!

Boston Weekend Getaway from $162—Includes Award-Winning Hotel & Flights!

from $162

Molly Cowen
Published by
Molly Cowen
1/13/2022
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We've found fantastic deals on a weekend Boston getaway from less than the usual price of flights alone! Fly out from Friday to Sunday and spend two nights at Staypineapple, A Delightful Hotel, South End Boston (4/5 on TripAdvisor & winner of the 2021 Travelers' Choice Award). You'll love the prime Back Bay location, stylish cocktail bar, and signature Staypineapple amenities like free bicycle rentals and afternoon refreshments.

While you'd typically pay over $400 for a Boston weekend trip, you can book from over half off today!

Travel Period

January 2022 - April 2022

Departure

  • NYC
  • Miami
  • Washington, D.C.
  • Philadelphia
  • Chicago

Destination

  • Boston

Gallery

  • Impressions and Other Assets/Staypineapple, A Delightful Hotel, South End Boston 3
  • Impressions and Other Assets/Staypineapple, A Delightful Hotel, South End Boston
  • Impressions and Other Assets/Staypineapple, A Delightful Hotel, South End Boston 4

Tags

City TripsFebruaryFoodieJanuaryLast MinuteMarchRomanticWeekend