Programs & Events

Silhouettes by Deborah O’Connor

Silhouettes, a beloved tradition and benefit for the Ridgefield Historical Society, returns for the holiday season on Sunday December 13, 2026 from 9am-2pm. This event sells out quickly every year, so be sure to make your reservation today online here:

Calling all children, families, and yes even pets! Silhouettes make a unique holiday gift. Make an appointment here and join us at the historic Scott House at 4 Sunset Lane on Dec. 13 to have beautiful handcut silhouette portraits created for you and your family, including your dogs and cats. Each silhouette, starting at $30 each, is cut in exacting detail by Rhode Island artist Deborah O’Connor. Ms. O’Connor has been practicing this lost art for over forty years. This year silhouettes can also be made from digital profile pictures submitted online in advance. We recommend that all pet silhouette orders be submitted using digital profile photos of your pets (see “Advance Orders” instructions below).

Reservations and Pricing

There are just 29 appointments available for this special event. Register here on Zeffy and pay a $30 nonrefundable deposit here which reserves your seat for one in person appointment which will be applied to the total cost of your silhouette(s), which start at $30 each and up. Ms. O’Connor can create silhouettes for 1-2 subjects during each 10 minute appointment. If you plan to have silhouettes made for more than 2 subjects, please book two consecutive 10 minute appointments.

You can purchase just the unframed silhouette, or you can have it matted and framed for an additional cost.

One original unframed silhouette: $30

Extra unframed copy of the silhouette: $15

There are optional mat and frame options for additional fees ($10-$60 each).

Members of the Ridgefield Historical Society will receive a 10% discount on their total order during check out at the Scott House on Sun. Dec. 13. Not a member? Sign up here to take advantage of this member benefit: https://ridgefieldhistoricalsociety.org/support-us/membership/

Please arrive at the Ridgefield Historical Society 10 minutes before your scheduled appointment to check in, fill out your order form, and process your payment. Late arrivals cannot be accommodated. Deposits are nonrefundable for late or missed appointments. Parking at the Historical Society is limited and traffic is heavy. Please allocate extra travel time to get to this event. Plan to be with us for about an hour for check-in, the cutting, and framing. We appreciate your patience during this process.

Advance Orders

Skip the line and submit your profile photos in digital format in advance on Ms. O’Connor’s website https://thesilhouettelady.com/ and then pick up your completed silhouettes at the Ridgefield Historical Society.