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Braintree Highlands Vacation Packages

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The Latest Braintree Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • BRIGHT AND MODERN STUDIO
    Sept 5 - Sept 8

    Good Hotels Boston + Flight

    South End
    3 nights
    2.0 star property
    8.0/10 - Very good (55 reviews)
    "This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order."
    Reviewed May 23, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $1,336
    CA $950
    per traveller
    found 23 hours ago
    Good Hotels Boston
  • Terrace/patio
    Sept 4 - Sept 7

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (474 reviews)
    "perfecto"
    Reviewed June 8, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $2,832
    CA $1,936
    per traveller
    found 1 day ago
    Four Seasons Hotel Boston
  • Breakfast, lunch and brunch served
    Oct 1 - Oct 4

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,356
    CA $1,612
    per traveller
    found 1 day ago
    The Langham, Boston
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Sept 4 - Sept 6

    Boston Harbor Hotel + Flight

    North End
    2 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Neat, clean, and friendly staffing."
    Reviewed July 28, 2026
    Roundtrip • Hamilton (YHM) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YHM • 1 stop
    CA $1,825
    CA $1,267
    per traveller
    found 23 hours ago
    Boston Harbor Hotel
  • Billiards
    Sept 4 - Sept 7

    Luxury Apartments by Hyatus at Boston Everett + Flight

    Everett
    3 nights
    5.0 star property
    9.0/10 - Wonderful (6 reviews)
    "We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up...."
    Reviewed June 15, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,992
    CA $1,408
    per traveller
    found 1 day ago
    Luxury Apartments by Hyatus at Boston Everett
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.