Saturday, February 21st, 2026
The Colony House | Washington Square, Newport
11:30am-3:30pm | Special Event
Experience the timeless artistry of silhouette portraiture with Deborah O’Connor, known as The Silhouette Lady. Using only scissors and paper, Deborah creates freehand silhouettes that capture remarkable detail and personality—no sketches, no tracing, just skill, speed, and a practiced eye.
Silhouettes were a popular way to preserve a likeness before photography, and today they remain a meaningful keepsake rooted in history and tradition. Deborah can create silhouettes from live sittings or from photographs, making it easy to capture children, adults, and even beloved pets—perfect for families, couples, and animal lovers alike.
Whether made on site or from a favorite photo, these classic portraits make thoughtful gifts and lasting mementos for anyone who appreciates art, history, and a touch of old-fashioned charm.
Live portrait sessions take approximately 5 minutes.
If you have a Winterfest bracelet & get a silhouette done, you will receive a voucher for a walking tour of your choosing.
Pricing:
$30/silhouette
$15/additional copy
Add-Ons:
5×7 simple black frame = $20
8×10 simple black frame = $30 (fits two silhouettes)
5×7 deluxe frame with gold leaf = $40
8 x 10 deluxe frame with gold leaf = $60 (fits two silhouettes)
Book now!