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Salem and the Berkshires (Self Drive)
5 to 7+ Nigths from $1,049*
This sample price: Priced within the past 7 days for arrival on 3/9/2023, departure from Los Angeles LAX (CA), US. Choose your own departure city and dates.
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
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.

This 5 night sample itinerary includes:
  • Flight into Boston and out of Albany Airport
  • 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.


Related Cities:
Boston, MA (28)     Albany, NY (8)     Salem, MA (2)     The Berkshires, MA (7)    
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Destination
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1. Boston, MA
  68 hotels
2. Salem, MA
   (7 hotels)
3. The Berkshires, MA
   (30 hotels)
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Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
1 nights in 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.

Recommended Stay: At least 3 nights
Must See`s:
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!



2 nights in 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.

Recommended Stay: At least 2 nights
Must See`s:
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!



2 nights in 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.

Recommended Stay: At least 2 nights
Must See`s:
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!




Book This Package
Flexible Itinerary
Boston, MA
Day 1
Arrive to Boston, MA
Overnight in Boston, MA   68 hotels offered
Optional   131 Things to do
Day 2
Departing from Boston, MA
Transportation to next city by: Regional Air
Salem, MA
Day 2
Arrive to Salem, MA
Overnight in Salem, MA   7 hotels offered
Optional   33 Things to do
Day 3
Overnight in Salem, MA   7 hotels offered
Optional   33 Things to do
Day 4
Departing from Salem, MA
Transportation to next city by: Regional Air
The Berkshires, MA
Day 4
Arrive to The Berkshires, MA
Overnight in The Berkshires, MA   30 hotels offered
Day 5
Overnight in The Berkshires, MA   30 hotels offered
Day 6
Departing from The Berkshires, MA

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Boston, MA Hotels (68 total)
Salem, MA Hotels (7 total)
The Berkshires, MA Hotels (30 total)


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Tours in Boston, MA (131 total)
Tours in Salem, MA (33 total)


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Hot dogs, Hollywood, Historical Personalities, Baseball, Mount Rushmore, The Grand Canyon, American Football, and the Golden Gate Bridge are just a few of the iconic landmarks, foods, and sports that the United States of American is known for. The USA is the most dominant economic and military powerhouse in the entire world, the most famous country in the world. The US is known for its sports, good culture, music, movies, technological innovations, and historical personalities. From the glitz and glam of Hollywood filled with movie stars and celebrities to the stunning coastlines of the Gulf of Mexico and the wild shores of Maine, the US offers 50 states to visit boasting a variety of landscapes and stunning attractions.
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Salem and the Berkshires (Self Drive)
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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.

Recommended Stay: At least 3 nights
Must See`s:
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.

Recommended Stay: At least 2 nights
Must See`s:
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.

Recommended Stay: At least 2 nights
Must See`s:
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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