Berkshires Programs

Whether you're in search of adventure or relaxation, history or innovation, activities or self exploration, The Trustees has you covered in the Berkshires.

Whether you’re in search of adventure or relaxation, history or innovation, activities or self exploration, The Trustees has you covered in the Berkshires.

Listen to live music in stunning scenery. Find inner-peace with our yoga classes. Discover the hidden gems and secret trails as you embark on our guided hikes, led by our expert naturalists. Uncover the rich history and cultural heritage of the Berkshires through our fascinating Naumkeag and Mission House tours. And so much more!

Celebrate Halloween with the Trustees!

The Incredible Naumkeag Pumpkin ShowSeptember 30 – October 29Wednesday – Sunday, 5-8:30PMEarly Hours 4-5PM

Get Tickets

Monday, October 9

Monday, October 9

Healing Within the Community

The Mission House | Stockbridge

Explore staying connected to creation through compassion and Tribal modalities used with the Stockbridge-Munsee, Menominee and Oneida.

Tuesday, October 10

Tuesday, October 10

Wine Walks at Naumkeag

Naumkeag | Stockbridge

Join our horticulturist on a journey through the gardens of Naumkeag while you sip on a glass of wine from a local winery!

Sunday, October 15

Sunday, October 15

Williamstown Geological History Walk at Field Farm

The Guest House at Field Farm | Williamstown

Williamstown Geological History Walk at Field Farm

Saturday, October 21

Saturday, October 21

Honoring our Traditional Seed Relatives

The Mission House | Stockbridge

Join Lucy Grignon as she helps us to recognize and identify the traditional seed relatives of the Mohican Homelands.

Saturday, October 28

Saturday, October 28

Nature Journaling with Nanci Worthington

Bartholomew’s Cobble | Sheffield

Observe the changing seasons at Bartholomew's cobble in this free nature journaling group.

Saturday, November 4

Saturday, November 4

What is Indigenous Education and the SMIL?

The Mission House | Stockbridge

Learn from Dr. Sandra Barton, the Standard Model of Indigenous Learning.

Saturday, November 18

Saturday, November 18

Tribal Medicines

The Mission House | Stockbridge

Join Misty Cook, as she explores and explains the use and history of the plants in the Mission House medicinal garden.

Saturday, November 25

Nature Journaling with Nanci Worthington

Bartholomew’s Cobble | Sheffield

Observe the changing seasons at Bartholomew's cobble in this free nature journaling group.

Saturday, November 25

Nature Journaling with Nanci Worthington

Bartholomew’s Cobble | Sheffield

Observe the changing seasons at Bartholomew's cobble in this free nature journaling group.

Weekend in the Berkshires

Weekend trip featuring Massachusetts history, scenic vistas, and a cozy inn.

Art Lovers Weekend in the Berkshires

We've put together a sample itinerary featuring exhibitions, flowering gardens, scenic vistas, and a cozy inn.

Historic House/Structure

Naumkeag

Stockbridge | Berkshires

Experience Gilded Age style and splendor at this marvelous estate renowned for it...

Garden

Ashintully Gardens

Tyringham | Berkshires

Wander through an intimate setting with elegant gardens, nourished by a gurgling ...

Woodlands & Parks

Bartholomew’s Cobble

Sheffield | Berkshires

Created by geologic upheavals, this 1,000-foot-high bedrock is a rugged landscape...

Meadow in foreground, forested hill in background

Woodlands & Parks

Tyringham Cobble

Tyringham | Berkshires

Ascend through orchards and woodlands to ancient formations of exposed bedrock an...

Historic House/Structure

Ashley House

Sheffield | Berkshires

Learn about two very different people who fought for freedom and liberty—and ch...

Visiting from NYC: Weekend in the Berkshires

Thinking about escaping New York City to head to the Berkshires? The Trustees cares for and protects more than 15 different properties throughout western...

Day Trips in Massachusetts

Explore these day and weekend trip intineraries across the state.