Themed Itineraries

Itinerary: Manhattan

Recommendations for our most sophisticated, cultured friends.

The Berkshires is unparalleled when it comes to art, culture and theatre, ranging from some of the world’s top-notch art museums, to extraordinary summer theatre.

Enjoy intimate experiences with famous Impressionist artworks by Renoir, Monet, and Degas. Marvel at paintings by 19th century American artists John Singer Sargent, Winslow Homer, and George Innes. Appreciate a collection of decorative arts spanning five centuries. All of this is at The Clark Art Institute, one of the world’s most beloved art museums located right here in Williamstown.

On a summer’s eve, take in a performance at the Williamstown Theatre Festival where you’ll come across Hollywood and Broadway stars on the small stage.


Guest house at Field Farm (chic, Bauhaus-inspired, Williamstown) or The Williams Inn (an upscale lodging experience in the heart of Williamstown)

Williams Art Mafia constellation:

The Clark, Williams College Museum of Art (both Williamstown), MASS MoCA (North Adams)

Tony-award winning theater:

Williamstown Theatre Festival (Williamstown)

Symphony on the lawn, with crystal and silver picnics:

Tanglewood (Lenox)

International summer dance festival:

Jacob’s Pillow (Becket)

Locally sourced farm-to-table dining:

Mezze (Williamstown)

Not-your-average spa:

Canyon Ranch (Lenox)

Explore other itineraries:
Classic Williamstown | Brooklyn | Busy Kids | Foodies | Outdoors