Silhouettes by Deborah O'Connor, 14 December | Event in Ridgefield | AllEvents

Silhouettes by Deborah O'Connor

Ridgefield Historical Society

Highlights

Sun, 14 Dec, 2025 at 09:00 am

5 hours

4 Sunset Lane, Ridgefield, CT, United States, Connecticut 06877

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Date & Location

Sun, 14 Dec, 2025 at 09:00 am to 02:00 pm (EST)

4 Sunset Lane, Connecticut 06877

Ridgefield Historical Society, 4 Sunset Ln, Ridgefield, CT 06877, United States

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About the event

Silhouettes by Deborah O'Connor
Silhouettes, a beloved tradition and benefit for the Ridgefield Historical Society, returns for the holiday season on Sunday December 14, 2025 from 9am-2pm. This event sells out quickly every year, so be sure to make your reservation today: https://ridgefieldhistoricalsociety.org/event/silhouettes-by-deborah-oconnor-2/


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. 14 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.

Register Here
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

Additional Add-on Options:

Mat (8″x10″) for one subject: $10

Mat (11″x14″) for groupings of 2-3 subjects: $20

Plain Black Oval Frame (5”x7”) for one subject: $20

Plain Black Oval Frame (8”x10”) for groupings of 2-3 subjects: $30

Deluxe Oval Frame with gold leaf (5″x7″) for one subject: $40

Deluxe Oval Frame with gold leaf (8″x10″) for groupings of 2-3 subjects: $60

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. 14. 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.


During the checkout process for advance orders on Ms. O’Connor’s website, when asked for the name of the fundraiser’s sponsoring organization in the “ENTER SPONSORING GROUP’S NAME FOR FUNDRAISERS”, enter “Ridgefield Historical Society”. Do not pay by credit card, instead choose “PAY LATER WHEN PICKING UP ORDER AT FUNDRAISER”. You will pay for your order when you pick it up at the Ridgefield Historical Society on Sun. Dec. 14 between 9am and 2pm. Do not make a reservation or pay a deposit on the Ridgefield Historical Society’s Zeffy page for advance orders being made through Ms. O’Connor’s website.

Silhouettes History

Silhouette cutting is done entirely freehand in a matter of minutes. Working with multiple layers of paper, it is possible to create several silhouettes of the same subject at once. These extra “copies” are traditionally sold at half the cost of the “original”, and make wonderful gifts. There is a magical quality to this art, beyond the fascination of seeing how quickly an accurate portrait is produced, using only scissors and a trained eye. That special quality is the unique ability of a silhouette to seemingly capture the very “essence” of a person. Once experienced you will become an enthusiastic fan of the art. These loyal fans have sought out the dwindling number of practitioners with enough frequency to keep the art from extinction.

Before the invention of the camera, the silhouette ranked as the most popular form of portraiture. Compared to other means of having a portrait done, silhouettes were inexpensive. Previous to being dubbed “silhouettes” they were called “shades” or “shadows”. The term silhouette derived from a French minister of finance and amateur shade cutter named Etienne de Silhouette. His stringent financial policies caused the slogan “a la Silhouette” to be used in reference to anything that was considered “cheap” in France at that time. The name stuck unfortunately, denigrating what is truly a fine art, into something that sounds almost worthless.


On the bright side, most people are no longer aware of that association. One other quality that is unique to silhouettes, is how they tend to remain displayed on the walls of a home for decades. They slowly and unintentionally evolve into becoming a family’s most treasured heirlooms. Capturing the essence of a person, which is timeless, they do not become outdated, as photographs do and tend to remain untouched and on display for decades. Historians have attributed the survival of so many intact antique silhouettes to this fact. Join us for the opportunity to have heirloom quality silhouettes created for your family.

For More Information

Contact the Ridgefield Historical Society at ridgefieldhistoricalsociety.org, aW5mbyB8IHJpZGdlZmllbGRoaXN0b3JpY2Fsc29jaWV0eSAhIG9yZw==, or 203-438-5821.


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Ticket Info

Tickets for Silhouettes by Deborah O'Connor can be booked here.

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Event Tags

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4 Sunset Lane, Ridgefield, CT, United States, Connecticut 06877
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Ridgefield Historical Society

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Silhouettes by Deborah O'Connor, 14 December | Event in Ridgefield | AllEvents
Silhouettes by Deborah O'Connor
Sun, 14 Dec, 2025 at 09:00 am