Armonk Outdoor Art Show
Chappaqua Children’s Book Festival
Hard Headed Comedy at Captain Lawrence Brewery
Music of Grateful Dead + Family Fun
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Open-Air Gallery on Purchase Street
Walk through downtown Rye as storefronts are transformed into vibrant mini-galleries. This unique blend of art, commerce and community invites you to experience unexpected encounters with creativity while you shop and dine. For more information go to the website.
COMPLEMENTS: Charles Addams & Suzanne Heilmann
Exhibition Dates: September 15–November 15, 2025 Public Reception: Saturday, September 27 from 4:00–6:00 PM Location: The Rye Arts Center, 51 Milton Road, Rye, NY 10580 The works of Charles Addams return to The Rye Arts Center in 2025, following their first appearance in the Artists of the Night exhibition—bringing his signature wit COMPLEMENTS: Charles Addams & Suzanne Heilmann, a delightfully offbeat and and dark charm back to the gallery walls. The Rye Arts Center is proud to present a visually surprising exhibition that brings together the work of legendary cartoonist Charles Addams and contemporary artist Suzanne Heilmann in an unexpected and enchanting conversation across mediums. When Kevin Miserocchi, Trustee of the Tee and Charles Addams Foundation, saw the work Heilmann was preparing for an upcoming gallery show, he was struck by its uncanny kinship with Addams’ iconic cartoons. Both artists share a whimsical, mysterious sensibility that—while expressed through vastly different forms—complement each other in surprising and provocative ways. Working together, Kevin and Suzanne curated a selection of Addams’ cartoons to pair with her existing sculptural works—only two or three of which were created specifically for the exhibition. The rest were already infused with the same off-kilter charm and quiet intrigue that define Addams’ signature style. The resulting exhibition feels like art imitating art—without either artist knowing it. COMPLEMENTS invites viewers into a world where coincidence and creativity collide. It is witty, provocative, and visually rich—a celebration of two imaginative minds whose works reflect, echo, and elevate one another in unexpected ways. The Rye Arts Center is honored to host this unique exhibition and invites the public to step into a world where paper meets sculpture, and whimsy meets wonder.
Hudson Valley City Winery Harvest Events
Celebrate the bounty of the season with City Winery’s series of harvest-themed events. From grape stomps to special wine dinners, it’s a fall tradition filled with music, food and vineyard charm.
Leonardo Suarez Paz’s Piazzolla 100: El Nuevo Tango
Leonardo Suarez Paz’s PIAZZOLLA 100: El Nuevo Tango is a multidisciplinary & genre-redefining – a tango show for the new century. Leonardo Suarez-Paz, a multiple Latin Grammy Award nominee and “virtuoso extraordinaire” (Wynton Marsalis), shares his vision of tango by breathing new life into the stories he experienced while growing up alongside his mentor, Astor Piazzolla, the Argentine-born and New York-raised composer who revolutionized 21st-century music. A 4th generation tango musician, singer, dancer and composer, Leonardo demonstrates the genre as an evolving and emotionally moving art form. The PIAZZOLLA100 show invites you to experience nuevo tango through personal stories of its creators, groundbreaking new style of music and dance, “superb,” “harmonically sophisticated arrangements” (Gramophone, UK) and multimedia. The cast features Grammy-winning soloists with Nuevo Tango Ensemble and Nuevo Tango Ballet and has sold out the 2600-seat Centro Cultural Kirchner in Buenos Aires and NYU Skirball for the Preforming Arts in New York City. This season the company is featured at Lincoln Center for the Performing Arts and promises to deliver another “magnificent performance” (All About Jazz) at Paramount Hudson Valley Theater. *As a reminder, no outside food or drink permitted in the venue. Any patron found with outside alcohol, is subject to removal. Backpacks and large bags are not permitted inside of the venue. All guests are subject to bag checks and security wanding upon entry.
Armonk Outdoor Art Show
Consistently ranked among the nation’s top fine art shows, this juried event brings together exceptional artists across all mediums and price points. Enjoy art in a beautiful, tree-lined setting, along with gourmet food, drinks, and free kids’ activities in the family tent.
Chappaqua Children’s Book Festival
Explore the Chappaqua Children’s Book Festival at the Metro North station, featuring 160+ beloved authors and illustrators for kids ages 0–18. Meet creators like Alyssa Satin Capucilli (Biscuit), Victoria Kann (Pinkalicious), and Dan Gutman (My Weird School), plus many newcomers. Enjoy games and activities in the fun zone, a food truck roundup, and don’t miss the Bubble Bus at 3 p.m. Free parking and admission; books available for signing and purchase.
Hard Headed Comedy at Captain Lawrence Brewery
Get ready for a night of bold, high-energy laughs with Luz Michelle and the Hard Headed Comedy crew. Expect sharp punchlines, inclusive vibes, and a dose of joy that’s good for the soul. Tickets at hardheadedcomedy.com.
Rooted in Westchester: REV FEST 250
Get ready for an unforgettable journey back in time as Westchester County proudly presents Rooted in Westchester: REV FEST 250 — a FREE, two-day immersive event marking the 250th anniversary of the American Revolution! Join us on Saturday, September 27 and Sunday, September 28, 2025, from 11:00 AM to 5:00 PM at the stunning Croton Point Park, a sprawling 508-acre riverside venue in Croton-on-Hudson, NY. REV FEST 250 will transform Croton Point Park into a vibrant 18th-century world bursting with life, intrigue, and drama. Explore the sights, sounds, and stories of Revolutionary-era Westchester as you encounter patriots, loyalists, spies, tenant farmers, enslaved and free Black soldiers, and civilians — all brought vividly to life by talented reenactors. Experience the clash of ideals, the courage of ordinary people, and the complexity of a nation being born through family-friendly activities and educational exhibits for all ages, which will include: Live Music & Dance on Two Stages: Enjoy performances from Sankofa Drum and Dance Ensemble, Daisy Jopling and Indigenous Enterprise, Broadway Rave: A Hamilton Sing-Along, Master Storyteller Jonathan Kruk, and more! Interactive Encampments & Reenactments: Historical reenactors will portray figures like Benedict Arnold and John André to lesser-known but equally vital characters such as Deborah Sampson, local militia members, women who served as camp followers, and Black soldiers who fought for both liberty and survival. Hands-On Demonstrations: Experience 18th century life with activities such as blacksmithing, map making, woodworking, and traditional crafts. Whether you’re a history buff, a curious kid, or just looking for a one-of-a-kind weekend adventure, REV FEST 250 promises a powerful blend of entertainment and enlightenment for everyone! For more information about Rooted in Westchester: REV FEST 250, please visit https://www.visitwestchesterny.com/250/.
Music of Grateful Dead + Family Fun
Jam along to a Grateful Dead tribute concert while kids enjoy family-friendly activities. A perfect mix of nostalgia, music and community spirit.
Tee Off for Hope Golf Outing
Kick off Domestic Violence Awareness Month by hitting the links at this members-only golf event. Ticket includes all fees, food, and drinks. Funds support Hope’s Door in keeping families and children safe.