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Salem and the Berkshires (Self Drive)

5 to 7+ Nights from $1,059*
* This sample price: Priced within the past 7 days for arrival on 9/28/2024. Choose your own arrival dates.

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This 5 night sample itinerary includes:

  • Rental Car for 6 days
  • Hotel for 1 nights in Boston
  • Hotel for 2 nights in Salem
  • Hotel for 2 nights in the Berkshires
  • Driving Time
    Boston - Salem: 38 min. approx.
    Salem - the Berkshires: 2 hr 32 mins approx. .
    the Berkshires - the Berkshires: 1 hr 2 mins approx.

Explore Massachusetts, a popular option for more experienced travelers, those looking to get off the beaten path and take their own time with a rental car. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Salem and The Berkshires (A popular vacation destination, known for outdoor activities, colorful fall and thriving arts institutions). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Boston, MA

  • Salem, MA

  • The Berkshires, MA

Customer Reviews

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!

  • Salem, MA

    Salem, seat of Essex County, is located on the northeast coast of Massachusetts at the mouth of the Naumkeag River. It is a vibrant, pedestrian-friendly city where its residents, and over a million tourists annually, can easily visit historic architecture, unique attractions, world-famous museums, and an eclectic mix of shops and dining options.

    Explore The Salem Witch Museum, the House of the Seven Gables, the Peabody Essex Museum, the Witch House at Salem, the Salem Maritime National Historic Site, the Witch Dungeon Museum, the Salem Willows Park 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!

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