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