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All-Inclusive Luxury Group Tour of the Berkshires

By Black Canvas Tours LLC
Price was undefined, price is now $3,498


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  • Private guided tours of elite museums

  • Top-notch seats at legendary Tanglewood

  • Backstage access at premier summer theatre venues

  • Specially curated menus at top farm-to-table restaurants

  • Luxury transportation, trip leaders and porterage

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About this activity

What's included, what's not

  • What's included

    Expert trip leaders

  • What's included

    Premier lodging

  • What's included


  • What's included

    Luxury van transportation

  • What's included

    Tickets and entry to all venues (includes Tanglewood, Jacob's Pillow, the Clark and more)

  • What's included

    Comprehensive travel planner with detailed pre-trip information

  • What's included

    Private guided tours at museums

  • What's included

    Backstage access to theatres

  • What's included

    Baggage transfer and porterage

  • What's excluded

    Three “explore on your own” lunches

  • What's excluded


  • What's excluded

    Alcoholic beverages are not included within the fee, but are available for purchase

Know Before You Book

  • Children under the age of 18 must be accompanied by an adult

  • At least 8 guests are required for the trip to occur

What you can expect

This all-inclusive trip offers a unique juxtaposition of historic inns, fine dining, and modern and contemporary art all set within the scenery of the Berkshire Mountains. Beginning at the historic Red Lion Inn in Stockbridge, this six-day, five-night trip will take you to major Berkshires landmarks including Tanglewood, the Norman Rockwell Museum, the Clark Art Institute, Jacob's Pillow and the Williamstown Theatre Festival as well as newer gems like MASS MoCA and the Barrington Stage Company. Experience the quintessential Berkshires vacation with towns such as Lenox, Stockbridge, Great Barrington and Williamstown and connect with one of the most unique areas of the world.

This 15-20 person group tour is a high-end experience with three tour guides throughout the week. Each stop on the trip includes a private guided tour and inside access including talkbacks with actors, docents and more. Transportation for the week is in luxury Mercedes vans.


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Activity Location

  • Stockbridge Massachusetts

Meeting/Redemption Point

    • Red Lion Inn
    • 30 Main Street
    • Stockbridge Massachusetts 01262

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