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Boston - The Berkshires - Cooperstown (Self Drive)

6 to 9+ Nights from $1,883*
* This sample price: priced within the past 7 days for arrival on 7/6/2024, departure from Miami MIA (FL), US. Choose your own departure city and dates.

This 6 night sample itinerary includes:

  • Rental Car for 6 days
  • Pick up car last day In Boston and drop off in Albany
  • Hotel for 2 nights in Boston
  • Hotel for 2 nights in The Berkshires
  • Hotel for 2 nights in Cooperstown
  • Driving Time
    Boston– The Berkshires: 2 hr 10 min approx.
    The Berkshires – Cooperstown: 2hr 17 min approx.
    Cooperstown – Albany: 1hrs 25 mins approx.

Venture through the beautiful cities of Massachusetts and New York State enjoy its natural landscapes and nightlife with a rental car. Explore the beautiful city of Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), The Berkshires and Cooperstown (recognized for its contribution to baseball and is home to Doubleday Field and the National Baseball Hall of Fame and Museum). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Please contact us for any special arrangements such as more than three rooms and partial stays.

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Flexible Itinerary

  • Boston, MA

  • The Berkshires, MA

  • Cooperstown, NY

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Customize and Book
Going To:
Staying For:
Boston, MA
The Berkshires, MA
Cooperstown, NY
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Trip Summary

  • Boston, MA

    Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail.

    Explore The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!

  • The Berkshires, MA

    The Berkshires boast over 100 cultural attractions, many of which are world-renowned. The region is surrounded by picturesque mountains in a lush green valley, where you will find numerous, unique recreational activities and festivals that run throughout the year.

    Explore The Ski Butternut, the Otis Ridge, the Beartown State Forest, the Monument Mountain Reservation, the Ski Blandford, the Tolland State Forest and so much more!

  • Cooperstown, NY

    Cooperstown, in central New York, is a small town on Otsego Lake, the source of the Susquehanna River. It is perhaps best-known for being the home of the National Baseball Hall of Fame and Museum. The quaint and picturesque town is also known for being the home of a number of other museums such as the Fenimore Art Museum and The Farmers` Museum, the latter being a living museum that educates visitors on agricultural life during the 19th century.

    Explore the National Baseball Hall of Fame and Museum, The Farmers` Museum, Fenimore Art Museum, Fly Creek Cider Mill and Orchard, Otsego Lake, Lake Front Park, Heroes of Baseball Wax Museum, and so much more!