Pineapple Street: The Blog

Welcome to the world of Dudley—chic inspiration, trends worth spotting and chronicles of everyday adventures outfitted by our styles.

Pineapple Street

An Afternoon on ACK
An Afternoon on ACK
What We Wore in: St. Barts
What We Wore in: St. Barts
On the Podcast: Editor and Entrepreneur, Samantha Yanks
On the Podcast: Editor and Entrepreneur, Samantha Yanks
How Do You Dudley: Menopause Edition
How Do You Dudley: Menopause Edition
A Color (and Collaboration) for a Cause: DS x Bundles of Joy
A Color (and Collaboration) for a Cause: DS x Bundles of Joy
The One Where Dudley Styles the 90s
The One Where Dudley Styles the 90s
Pick Your Turtleneck Twist
Pick Your Turtleneck Twist
Quiet Luxury
Quiet Luxury
Dudley Girl Summer: Lauren Dudley Stephens, Co-founder, Dudley Stephens
Dudley Girl Summer: Lauren Dudley Stephens, Co-founder, Dudley Stephens
Dudley Girl Summer: Kaki Dudley McGrath, Co-founder, Dudley Stephens
Dudley Girl Summer: Kaki Dudley McGrath, Co-founder, Dudley Stephens
The Greenwich Guide
The Greenwich Guide
The Forecast: December
The Forecast: December
Small Business Saturday: A Team Dudley Gift Guide
Small Business Saturday: A Team Dudley Gift Guide
A Fall Fête
A Fall Fête
A Lilly-Style Soirée
A Lilly-Style Soirée
Sailing into Summer (in Style)
Sailing into Summer (in Style)
A Front Row Seat
A Front Row Seat
Destination: Palm Beach
Destination: Palm Beach
Dudley Discoveries: Fall-ing Away: Upstate to Long Island
Dudley Discoveries: Fall-ing Away: Upstate to Long Island
Fall, in a Basket
Fall, in a Basket
Homecoming Traditions
Homecoming Traditions