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Boston, MA Vacation Packages


Boston is one of the most historic cities in the U.S., and with so many cool places to see and activities to experience, you can see why it`s a one-of-a-kind vacation destination. Between its rich history, amazing architecture, unique neighborhoods, and tons of public green spaces, Boston will easily win you over. The largest city in Massachusetts and in New England, Boston is a popular commercial and cultural center for the region. Here you can enjoy the arts, hometown sports teams, museums, the harbor, and relaxing at a famous brewery or an even more famous bar.

Best Boston, MA Vacation Packages:

Historic Boston Getaway

4 nights from $1,073*

Massachusetts` Capital!. Revolution, taxes, ghosts, immigration, seafood... It's all part of the history that makes Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) so unique. With this tour, you'll focus on the famous Freedom Trail as well as the history that has unfolded since that makes Boston so iconic. You will also get to taste delicious food (which has been a major contributing factor to Boston and New England's history) and have fun on a spooky Ghost Tour!. It's fun, it's educational, it's unforgettable... This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Other Boston, MA Vacation Packages:

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Boston, MA

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SUGGESTED Boston, MA VACATION PACKAGES:

  • Boston - Cape Cod - New Haven - New York City (Self Drive)
    More details
  • A perfect combination of charming cities across Massacusetts, Connecticut and New York with this unique opportunity to explore on your own with a rental car. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Cape Code, New Haven and New York City ('the capital of the world,' very famous for its diverse entertainment venues, gastronomy and nightlife). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 10 days
    • Hotel for 3 nights in Boston
    • Hotel for 2 nights in Cape Code
    • Hotel for 2 nights in New Haven
    • Hotel for 3 nights in New York City


  • Gloucester - Kennebunkport - Concord NH - Boston (Self Drive)
    7 nights from $1,812*
  • These New England' States; Massachusetts, Maine New Hampshire are combined in this Self-Drive Package for an unforgettable holiday. Start in Gloucester (worth visiting for its history, seafood restaurants, whale watch cruises, artists' colony, historic houses, and its fine beaches). Then drive up to the southern Maine coastal area, to Kennebunkport (summer destination with diverse shops, restaurants and venues specially at the Dock Square area). After that, continue to Concord-NH in New Hampshire, with its well known carriage making, and the `Concord coaches`. Finally , spend a nice stay in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 6 days
    • Hotel for 2 nights in Gloucester
    • Hotel for 2 nights in Kennebunkport
    • Hotel for 1 night in Concord NH
    • Hotel for 2 nights in Boston
    • Driving Time
      Boston Airport - Gloucester: 55 min. approx.
      Gloucester - Kennebunkport: 1 hr. 40 mins approx.
      Kennebunkport - Concord NH: 1 hr. 30 mins approx.
      Concord NH - Boston: 1 hr. 10 mins. approx.



  • Massachusetts and Maine Coastal (Self-Drive)
    10 nights from $3,103*
  • Enjoy this Road Trip to The Bay and The Pine Tree States; with their charming coastal towns. Make sure you are hungry, as you will be find many delicious lobster dishes throughout the trip. Start in Massachusetts, visiting Boston (historic city and capital of Massachusetts famous for the Boston Tea Party); then, drive to Maine State and explore: Kennebunkport, them, Boothbay Harbor (a popular yachting and tourist destination during summer time), Bar Harbor, and finally, Bangor (best-known resident, author Stephen King, the city has much to offer to visitors with its small town charm). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 3 nights in Boston
    • Rental Car for 8 days
    • Hotel for 2 nights in Kennebunkport
    • Hotel for 1 night in Boothbay Harbor
    • Hotel for 3 nights in Bar Harbor
    • Hotel for 1 night in Bangor
    • Driving Time
      Boston - Kennebunkport: 1 hr. 35 mins. approx.
      Kennebunkport - Boothbay Harbor: 1 hr. 45 mins. approx.
      Boothbay Harbor - Bar Harbor: 2 hrs. 50 mins. approx.
      Bar Harbor - Bangor: 1 hr. 15 mins. approx.



  • Salem - Portsmouth - Boston (Self Drive)
    6 nights from $1,779*
  • An exciting adventure through New Hampshire and Massachusetts States, discovering their coastal towns. Visit Salem (located at the north of Boston, the city its best known for The Salem Witchcraft Trials in 1692). Then, drive to The Granite State, and discover Portsmouth (nestled near the mouth of the Piscataqua River, known for the waterfront views and the historic sites). After that, get back to Massachusetts and enjoy a pleasant stay in its capital city; Boston (home of the Boston Red Soxs and New England Patriots and famous for its Boston Tea Party). Combine these destinations with a Rental Car. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 5 days
    • Pick Up/Drop Off: Boston Airport
    • Hotel for 2 nights in Salem
    • Hotel for 2 nights in Portsmouth
    • Hotel for 2 nights in Boston
    • Driving Time
      Boston Airport – Salem : 45 mins. approx.
      Salem – Portsmouth: 55 mins. approx.
      Portsmouth – Boston: 1 hr. 5 mins approx.



  • White Mountain Natl. Park - Woodstock - Albany - Niagara Falls - Self Drive
    12 nights from $3,049*
  • Get close to amazing natural wonders and delight yourself with dreaming landscapes and charming cities across New England States and the fantastic Empire State. With a Rental Car, combine and visit; Boston (the capital Massachusetts; home of the Boston Red Sox's and New England Patriots) in Massachusetts; then, enjoy the fantastic views at The White Mountain National Park, in The Granite State. After that, drive and enjoy the colorful fail foliage, and charming scenery of Woodstock in Vermont; before to ends this trip exploring Albany and venture to the diverse way to see the falls at the Niagara Falls (by rainbow air helicopter, jet boat or rails). Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Boston and out of Buffalo
    • Hotel for 3 nights in Boston
    • Rental Car for 10 days
    • Pick Up: Boston Downtown/Drop Off: Buffalo-Niagara Falls Airport
    • Hotel for 3 nights in White Mountains National Park
    • Hotel for 2 nights in Woodstock
    • Hotel for 2 nights in Albany
    • Hotel for 2 nights in Niagara Falls
    • Driving Time
      Boston - White Mountains National Park: 2 hrs. 15 mins. approx.
      White Mountains National Park - Woodstock: 1 hr. 10 mins. approx.
      Woodstock - Albany: 2 hrs. 35 mins. approx.
      Albany - Niagara Falls: 4 hrs. 35 mins.
      Niagara Falls - Buffalo-Niagara Falls Airport: 35 mins. approx.



  • Portland - Camden - White Mountain Natl. Park - Woodstock - Green Mountains - Self Drive
    13 nights from $2,319*
  • Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant moments in Portland (small vibrant city with narrow cobblestone streets and redbrick warehouse buildings) and Camden. An unforgettable breathtaking mountain view you will find at the White Mountain National Park in the Granite State, while; the multicolor contrast in Vermont State; with those maples trees of Woodstock and the spectacular hiking trails of The Green Mountain will be an unforgettable show for your eyes!. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Boston and out of Albany
    • Hotel for 3 nights in Boston
    • Rental Car for 11 days
    • Hotel for 2 nights in Portland
    • Hotel for 2 nights in Camden
    • Hotel for 2 nights in White Mountains National Park
    • Hotel for 2 nights in Woodstock
    • Hotel for 2 nights in Green Mountains
    • Pick Up Car: Boston Downtown; Drop Off: Albany Airport
      Driving Time
      Boston - Portland: 1 hr. 50 mins. approx.
      Portland - Camden: 1 hr. 45 mins. approx.
      Camden - White Mountains National Park area: 3 hrs. 25 mins. approx.
      White Mountains National Park - Woodstock: 2 hrs. 15 mins. approx.
      Woodstock - Green Mountains area: 2 hrs. 10 mins. approx.
      Green Mountains - Albany, NY Airport: 4 hrs. approx.



  • The Ultimate Fall Foliage (Self Drive)
    14 nights from $2,863*
  • A perfect combination of charming cities across Massachusetts, Vermont and New Hampshire with this unique opportunity to explore on your own with a rental. Combine Boston (the capital Massachusetts; home of the Boston Red Soxs and New England Patriots), The Berkshires (popular vacation destination, known for outdoor activities, colorful fall and thriving arts institutions), Manchester, Stowe (city overlooked by Mount Mansfield, known for its trails and ski slopes), White Mountains National Park (preserved forest offering various mountains, outdoor activities and full of scenic beauty for every season) and Portsmouth. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 14 days
    • Hotel for 2 nights in Boston, MA
    • Hotel for 2 nights in The Berkshires, MA
    • Hotel for 2 nights in Manchester, VT
    • Hotel for 2 nights in Stowe, VT
    • Hotel for 2 nights in White Mountains National Park, NH
    • Hotel for 2 nights in Portsmouth, NH
    • Hotel for 2 nights in Boston, MA
    • Driving Time
      Boston - The Berkshires : 2 hrs. 30 mins. approx.
      The Berkshires - Manchester: 1 hr. 50 mins. approx.
      Manchester - Stowe: 2 hrs. 30 mins. approx.
      Stowe - White Mountains National Park: 1 hr. 55 mins. approx.
      White Mountains National Park - Portsmouth: 2 hrs. 10 mins. approx.
      Portsmouth - Boston: 1 hr. 10 mins. approx.



  • Boston - Kennebunkport - Bar Harbor - Bangor (Self Drive)
    6 nights from $2,288*
  • Rolling green hills, beautiful panoramic views of the sea, and thrilling's cities you will discover with this Self-Drive package across Massachusetts and Maine States. Start in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). After that, drive up to Maine Coast and spend pleasant days under the sun in Kennebunkport (known for its beaches, including long, sandy Goose Rocks Beach and smaller Arundel Beach) and Bar Harbor (the getaway to the mountains and cliffs of neighboring Acadia National Park). Finally, visit; Bangor (the city has much to offer to visitors with its small town charm, like a visit to its best-known resident, author Stephen King house). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 2 nights in Boston
    • Rental Car for 5 days
    • Hotel for 1 night in Kennebunkport
    • Hotel for 2 nights in Bar Harbor
    • Hotel for 1 night in Bangor
    • Driving Time
      Boston - Kennebunkport: 1 hrs. 35 min. approx.
      Kennebunkport - Bar Harbor: 3 hrs. 30 mins approx.
      Bar Harbor - Bangor: 1 hr. 10 mins approx.



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