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Boston Vacation Packages

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The view
Mass State House.
Boston Holiday Packages
Want to book a holiday to Boston? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Boston holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Boston on TripAdvisor by comparing Boston hotel and flight prices. Travellers like you have written 162,302 reviews and posted 50,259 candid photos for Boston hotels. Book your Boston holiday today!
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Boston Harbor Hotel
Boston Harbor Hotel
We stayed at the BHH in January 2018 for a long weekend. We had a harbor king room, which was well-appointed and enormous, with spectacular views of both the harbor and the city...
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Build your luxury package
Four Seasons Hotel Boston
Four Seasons Hotel Boston
Lovely, really well done and very customized service. We took my niece and nephew Glamping and they had a blast. The staff was exceptionally kind and efficient. Facilities were...
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Build your budget package
enVision Hotel Boston - Longwood
enVision Hotel Boston - Longwood
“Anne” 11/01/2018
I stayed at the Envision Hotel for 5 nights due to rather stressful medical tests and appointments. From the moment I arrived, I was welcomed warmly by Jessie at the front desk...
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2. Find the right flight
Cheap Flights to Boston
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†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers 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.