St. Patrick's Carnival
2026-05-16 14:00 - 22:30, 2026-05-17 13:00 - 17:00 (America/New_York) | St. Patrick’s School Bedford, 483 Old Post Rd., Bedford, NY, 10506, United States
St. Patrick’s Carnival
St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more.
St. Patrick’s Carnival

Lime Rock Park Trans Am Memorial Day Classic
2026-05-21 | NY
Lime Rock Park Trans Am Memorial Day Classic
Lime Rock Park presentsa weekend of racing plus a car show. Including, Tran Am racing by Pirelli, International GT Racing, and a Royals Car Show.
Lime Rock Park

Lime Rock Park Trans Am Memorial Day Classic
2026-05-22, 2026-05-23, 2026-05-24 | Lime Rock Park

Philipsburg Manor Pinkster Festival
2026-05-23 11:00 - 16:00 | Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY, 10591, United States
Philipsburg Manor Pinkster Festival
Philipsburg Manor’s Pinkster Festival is a celebration with art, live music, dance, and storytelling honoring our region’s African American history and culture.
Pinkster (the Dutch word for Pentecost) is the oldest African American holiday. Over the centuries, Pinkster grew into a multifaceted celebration of African culture, featuring music, dance, drumming, storytelling and foodways that enabled enslaved and free Black Americans to reclaim their heritage.
Philipsburg Manor

Bedford Riding Lanes Association: Spring Hunter Pace & Lunch
2026-05-31 08:30 - 14:00 | John Jay Homestead, 400 Jay St.,, Katonah, NY, 10536, United States
Bedford Riding Lanes Association: Spring Hunter Pace & Lunch
The Bedford Riding Lanes Association’s Spring Hunter Pace begins at 8:30 am at John Jay Homestead with new scenic trails and 25 jumps. The Pace lunch social Rosé & Ribbons follows at 12:30 under the sprawling John Jay Oak tree. Both are open to the public. See lunch options at the link below.
Bedford Riding Lanes Association

Armonk Lion's Club Fol de Rol
2026-06-04 18:00 - 22:00, 2026-06-05 18:00 - 22:00, 2026-06-06 12:00 - 22:00, 2026-06-07 12:00 - 17:00 | Wampus Brook Park, 28 Maple Ave., Armonk, 10504, United States
Armonk Lion’s Club Fol de Rol
You know its close to the end of the school year when the Armonk Lion’s Club Fol de Rol comes to town. Armonk’s time honored rite of spring features, carnival games and rides, live music, Cow Town USA Petting Zoo, Victoria Circus, a duck dash, and craft endors in Wampus Brook Park.
Armonk Lion’s Club Fol de Rol

Church of St. Mary's 89th Annual Strawberry Festival
2026-06-06 11:00 - 16:00 | The Church of St. Mary The Virgin, 191 S. Greeley Avenue, Chappaqua, NY, 10514, United States
Church of St. Mary Strawberry Festival
Chappaqua’s Church of St. Mary’s 89th Annual Strawberry Festival features a petting zoo, games, live music, a ukulele jam, jewelry vendors, a raffle, grilled food and, of course, STRAWBERRY TREATS.
Church of St. Mary

Harvest Moon Cider Nights: Rodeo Night
2026-06-06 17:00 - 21:00 | Harvest Moon Farm & Orchard
Harvest Moon Cider Nights: Rodeo Night
Saddle up for a bootstompin’ evening at Rodeo Night at Harvest Moon Farm & Orchard.
Test your skills on the mechanical bull, try your hand at axe throwing, enjoy pony rides for the kids, and hit the dance floor for line dancing while live music by Homegrown keeps the party going. Along with all the action, enjoy wood-fired pizza, craft beer, hard cider, specialty drinks, and farm-favorite soft serve ice cream.
Harvest Moon

Westchester Wine & Food Festival: Burgers Beers & Barrels
2026-06-11 18:00 - 21:00 | Kensico Dam
Westchester Wine & Food Festival: Burgers Beers & Barrels
Twenty local restaurants face off in a high‑energy showdown to craft the burger that rises above the rest. Guests taste, vote, and crown the champion. With craft beer, food trucks, wine, spirits, and live music, Burgers, Beer & Barrels is shaping up to be the season’s most irresistible ticket.
Westchester Wine & Food Festival

Hudson Valley Shakespeare: King Lear
2026-06-12 19:30, 2026-06-28 17:00 | NY
Hudson Valley Shakespeare: King Lear
HVS Artistic Director, Davis McCallum directs Shakespeare’s searing tragedy featuring Kurt Rhoads in the title role. An aging monarch divides his kingdom among daughters from whom he demands love as proof of loyalty, igniting a chain of betrayal and destruction that shatters both family and state.
Hudson Valley Shakespeare

Westchester Wine & Food Festival: Grand Tasting Village
2026-06-13 12:00 - 16:00 | Kensico Dam
Westchester Wine & Food Festival: Grand Tasting Village
The signature event of the Wine & Food Festival, the Grand Tasting Village features live Chef demos, tastings from 40+ local restaurants and more than 200 wines and spirits. Chef demonstrations and a variety of food trucks create a gastronomic delight for food and wine lovers. For those looking for something a little more personal, there is the Connoisseurs Tent. This private area features an exclusive lounge with the event’s highest quality wines along with dishes from the area’s top restaurants. Wine expert, author and educator Kevin Zraly will be leading Wine Seminars throughout the day focusing on the vintages being served in the Connoisseurs Tent.
Westchester Wine & Food Festival

Hudson Valley Shakespeare: As You Like It
2026-06-13 19:30, 2026-06-20 19:30, 2026-06-27 14:00, 2026-06-27 19:30 | Hudson Valley Shakespeare Festival, 2015 Route 9, Garrison, NY, United States
Hudson Valley Shakespeare: As You Like It
Imagination takes center stage in Shakespeare’s beloved romantic comedy. When Rosalind and her cousin Celia are forced to flee the court in disguise, they find refuge and adventure in the Forest of Arden. There, as new identities bring freedom and wisdom, friendship blooms into romance, and wit collides with whimsy. As You Like It celebrates the joys and follies of human nature and the beauty of creating one’s own sanctuary.
Hudson Valley Shakespeare

Hudson Valley Shakespeare: King Lear
2026-06-14 19:30, 2026-06-21 19:30, 2026-06-26 19:30, 2026-07-03 19:30 | Hudson Valley Shakespeare Festival, 2015 Route 9, Garrison, NY, United States

New Castle Summerfest
2026-06-24 11:00 - 13:00 | Downtown Chappaqua, 55 King Street, Chappaqua, NY, 10514, United States
New Castle Summerfest
The event is open to students in grades 5 through 8. Attendees can expect music, inflatable games, and free pizza while supplies last. Bona Bona Ice Cream will be available for purchase. The Patch’d mobile patch bar will also be on site, where students can customize items with patches. The patch bar accepts cash and Apple Cash.
Town Recreation Field

Harvest Moon Cider Nights: Jazz & Jive with Gatsby Now
2026-06-27 17:00 - 21:00 | Harvest Moon Farm & Orchard
Harvest Moon Cider Nights: Jazz & Jive with Gatsby Now
Enjoy the lively sounds of jazz and swing as the band brings classic rhythms and feel-good energy to the farm. Savor wood-fired pizza, craft beer, hard cider, specialty drinks, and farm-favorite soft serve ice cream while relaxing in a festive outdoor setting. It’s a smooth and spirited night of music, dancing, great food, and summer fun for all ages.
Harvest Moon

Hudson Valley Shakespeare: As You Like It
2026-06-27 19:30 | NY

Westchester County Fireworks at Kensico Dam Plaza
2026-07-03 17:00 - 22:00 | Kensico Dam
Westchester County Fireworks at Kensico Dam Plaza
Pre-concert entertainment begins at 5 p.m. with a guest DJ, and the Naked Soul Band at 7 p.m. Fireworks begin around 9 p.m. Refreshments will be available for purchase.
Free parking and admission. Bring blankets and chairs for seating. Carpooling or taking mass transit is suggested. Parking at the North White Plains or Valhalla train stations is recommended.
Kensico Dam
