8 Westchester Craft Fairs to Give You All the Fall Feels

Adobe Stock / zyabich

There’s nothing like savoring the brisk autumn air while shopping from Westchester-area artisans at the region’s most colorful craft fairs.

With additional reporting by Molly Khabie

What is it about autumn in Westchester that makes you want to get outside and dig into all things fall? While apple picking and arts celebrations are hallmarks of the season, few things are quite as special as the local craft fairs that pop up when the leaves begin to fall.

With the temperatures dropping soon and the sweet scents of apples and cinnamon filling the air, there’s no time like the present to support local at Westchester County’s fall craft fairs. So throw on a sweater (‘tis the season, after all), grab your reusable bags, and hit the road. It’s time to get crafty!

Fall Crafts at Lyndhurst

Lyndhurst, Tarrytown
September 8-10

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Crafts at a Gothic estate, anyone? The beloved Artrider craft fest features one-of-a-kind gifts and takes place on a portion of the Tarrytown destination’s 67 acres. In addition to shopping for locally made wares that range from jewelry to sculpture, visitors can also sample gourmet food and drink, then take a tour of the estate itself. For kids, an interactive puppet theater and hands-on crafting provide additional entertainment. This year, advanced online ticket purchase is strongly recommended.

Lewisboro Library Fair

Onatru Farm Park, South Salem
September 9

The Lewisboro Library Fair is back and better than ever. During the rain-or-shine event, Westchester craft lovers can browse the outdoor vendor market, which features a curated selection of artwork, jewelry, and unique goods that are perfect for holiday gifting. On top of that, the fair offers even more entertainment, with a kids’ zone, car show, music, and book sale to keep the fun going all day. Need a tasty treat? Stop by the bake sale for fresh, homemade baked goods. Food is available as well, with food trucks, booths, and a beer garden onsite for when the hangries happen.

2023 New Rochelle Street Fair 

New Rochelle City Hall, New Rochelle
September 10

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This year, the 10th annual New Rochelle Street Fair is back and ready to transform the streets around City Hall. This is a guaranteed fun-filled day for the whole family, with 200 local artists and craft vendors to browse to your heart’s content. In addition, there will be live performances, giant inflatables, and the popular beer garden.


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YAI Flea Market & Craft Fair

Tarrytown Day Hab, Tarrytown
September 16

Head over to Tarrytown to shop local at this free-to-attend event. Westchester visitors can browse through dozens of comic books, jewelry, toys, clothing, art, and more. Proceeds from this event will help to create a new kitchen for people with intellectual and development disabilities.

Armonk Outdoor Art Show

North Castle Community Park, Armonk
September 30 & October 1

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Feast your eyes on fine crafts, paintings, sculpture, and much more from the hearts and hands of nearly 200 juried artists at this annual event on September 30 and October 1. Expect a full day of food, drinks, culture, and family fun, with proceeds benefiting the Friends of the North Castle Public Library.

Armonk Outdoor Art Show
Courtesy of Armonk Outdoor Art Show

Sleepy Hollow Street Fair

Beekman Ave, Sleepy Hollow
October 14

October marks the beginning of spooky season in Sleepy Hollow. Each year, Beekman Ave transforms into a outdoor market with around 100 vendors selling arts and crafts, tasty bites, holiday items, and, of course, live music.

ArtsFest 2023

Pelham and New Rochelle
October 19-22

Celebrate the rich culture and diversity of art in New Rochelle and Pelham from October 19 to 22, with live music, dance and spoken-word performances, film screenings, a gallery hop, pop-up art exhibits, artist workshops, open studios, and family-friendly activities at more than 30 venues.

Westchester Craft Crawl

Throughout Westchester County
October 21-22

This artist-organized event is a studio tour that features over 40 professional craft artists. The craft crawl extends across multiple tour stops in Croton-on-Hudson and Ossining, so visit the website for the full tour map. Artisans featured specialize in knitting, ceramics, mixed media, stained glass, fiber art, and more. Since the crawl takes place across various locations in Westchester, use the event as an excuse to try a local, new-to-you eatery as well. Browse through event sponsors like The Black Cow, Baked By Susan, and The Tasty Table Creamery for inspiration on where to grab fuel during the weekend.

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

Our Best of Westchester Elimination Ballot is open through March 6!

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