Every year, the Jacob’s Pillow Season Opening Gala starts the festival off with a bang and proves to not be just a celebration of dance, but also a runway of its own. Here’s a look back at some unforgettable looks that lit up the night.


Too Cool in Tulle

One guest was tulle-y unforgettable in a hot pink gown that brought the heat to the hillside.

Gala 2025; Cherylynn Tsushima Photo

Suited for the Stage

In crisp collars and sharp cuts, 2025 Jacob’s Pillow Dance Award recipient Norton Owen, Board of Trustees Member Kyle Abraham, and former Chair and current Member of the Jacob’s Pillow Board of Trustees Chris Jones showed up suited for the spotlight.

Left to right: Norton Owen, Kyle Abraham, and Chris Jones at Gala 2025; Cherylynn Tsushima Photo
Patrick Riordan, Trustee and Gala Co-Chair; Cherylynn Tsushima Photo.
Left to right: School dancer, Nathaniel Gies with Mark Sena, Chair of the Board of Trustees at Jacob’s Pillow; Cherylynn Tsushima Photo

 

 

The Cool Tones Collective

In soft blues and sandy tans, these guests nailed a look that was coast-al couture meets mountain chic.

Gala 2025; Jamie Kraus Photo
Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Cherylynn Tsushima Photo

Petals and Pop

Florals and sequins never looked so in sync—here are some guests that truly blossomed and beamed.

Gala 2025; Jamie Kraus Photo
Gala 2025; Jamie Kraus Photo
Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Jamie Kraus Photo

Monochromatic Magic

Black and white were vibrant against the green forest, with guests turning heads in everything from sleek suits to flowing gowns.

Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Cherylynn Tsushima Photo
Gala 2025; Jamie Kraus Photo
Gala 2025; Cherylynn Tsushima Photo

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

This Pillow Pick was published by Justin Tran on June 28, 2025.

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