• 75th Annual Herb Fair & Market

    Caramoor 149 Girdle Ridge Rd, Katonah, NY, United States

    The 75th Annual Herb Fair & Market, presented by the New York Unit of the Herb Society of America (NYUHSA), celebrates three-quarters of a century of honoring the world of herbs. Guests can look forward to a vibrant artisan marketplace, hands-on workshops, free expert presentations, and activities for the whole family, all set within Caramoor’s…

    free
  • Yonkers Riverfest

    City of Yonkers Yonkers, NY, United States

    Celebrate community at Yonkers Riverfest with music and performances on two stages, culinary delights from around the world, artisan crafts, plenty of children’s activities, and much more. For more information, visit: https://yonkersdowntown.com/riverfest-2026-2/  

    free
  • Sleepy Hollow Street Fair

    The Sleepy Hollow Street Fair returns with 145+ arts and crafts vendors, plenty of food and beverage options, a wealth of participating local eateries and shops, and entertainment for the whole family. For more information, visit: https://sleepyhollowtarrytownchamber.com/sleepy-hollow-street-fair/  

  • JazzFest White Plains

    City of White Plains Court Street, White Plains, NY

    This fall, JazzFest White Plains returns with a bold, artist-driven lineup that reflects the vitality of jazz today. The five-day festival taking place across numerous locations throughout White Plains, presents…

    see-website-for-details
  • Myths & Mysteries of The Octagon House

    The Armour-Stiner Octagon House 45 W Clinton Ave, Irvington, NY, United States

    Originally built in the 1860s, The Octagon House is an eight-sided, domed home in the shape of a classic Roman temple. Venture onto the Myths & Mysteries tour to hear about uncanny experiences in the home, uncover the story of the residents’ unusual lives and explore the architectural connections to 19th-century spiritualism. At the conclusion…

    $38.00
  • Autumn Glow Festival

    Glen Island Park Weyman Avenue, New Rochelle, NY

    A glowing Glen Island Park is coming to the Westchester waterfront this fall as the Autumn Glow Festival transforms New Rochelle into a brightly lit waterfront wonderland. The limited-time evening event merges traditional Chinese lantern artistry with modern LED displays along the shores of Long Island Sound. Visitors will step into a dazzling escape with…

    $16.99
  • Death by Chocolate Tea & Tour

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Tour the Gilded Age Lyndhurst Mansion and then settle in for an immersive tea experience inspired by the darker side of chocolate history—true tales of crime, scandal, and unexpected twists, all connected to the world’s most irresistible indulgence. The menu will showcase a rich selection of handcrafted chocolate desserts and confections, served alongside black and…

    $80.00
  • The Great Jack O’Lantern Blaze

    Van Cortlandt Manor 525 S Riverside, Croton-on-Hudson, ny

    The Great Jack O’Lantern Blaze returns to Van Cortlandt Manor in Croton-on-Hudson. The gourd-geous event features more than 7,000 hand-carved, illuminated jack o’lanterns arranged in jaw-dropping shapes, including dinosaurs and a carousel. Guests take a self-guided walk through the display and can stop at the Gourd & Goblet Tavern or the Headless Horseman Hideaway for…

    $24
  • Myths & Mysteries of The Octagon House

    The Armour-Stiner Octagon House 45 W Clinton Ave, Irvington, NY, United States

    Originally built in the 1860s, The Octagon House is an eight-sided, domed home in the shape of a classic Roman temple. Venture onto the Myths & Mysteries tour to hear…

    $38.00
  • Autumn Glow Festival

    Glen Island Park Weyman Avenue, New Rochelle, NY

    A glowing Glen Island Park is coming to the Westchester waterfront this fall as the Autumn Glow Festival transforms New Rochelle into a brightly lit waterfront wonderland. The limited-time evening…

    $16.99
  • Legendary Tours of Washington Irving’s Sunnyside

    Washington Irving’s Sunnyside 3 W. Sunnyside Ln., Irvington, NY

    Sunnyside celebrates its connection to Washington Irving’s classic tale, The Legend of Sleepy Hollow, at this family-friendly daytime event. Visitors can tour the cottage, see an original short shadow puppet film, and enjoy a Legend-themed exhibit. The program runs from Sept. 18-Nov. 8, 2026. For tickets and more information, visit: https://tickets.hudsonvalley.org/events?view=calendar&k=legend_tour&startDate=2026-09-01

    $16.00 – $20.00
  • The Great Jack O’Lantern Blaze

    Van Cortlandt Manor 525 S Riverside, Croton-on-Hudson, ny

    The Great Jack O’Lantern Blaze returns to Van Cortlandt Manor in Croton-on-Hudson. The gourd-geous event features more than 7,000 hand-carved, illuminated jack o’lanterns arranged in jaw-dropping shapes, including dinosaurs and a carousel. Guests take a self-guided walk through the display and can stop at the Gourd & Goblet Tavern or the Headless Horseman Hideaway for…

    $24
  • Myths & Mysteries of The Octagon House

    The Armour-Stiner Octagon House 45 W Clinton Ave, Irvington, NY, United States

    Originally built in the 1860s, The Octagon House is an eight-sided, domed home in the shape of a classic Roman temple. Venture onto the Myths & Mysteries tour to hear…

    $38.00
  • Autumn Glow Festival

    Glen Island Park Weyman Avenue, New Rochelle, NY

    A glowing Glen Island Park is coming to the Westchester waterfront this fall as the Autumn Glow Festival transforms New Rochelle into a brightly lit waterfront wonderland. The limited-time evening event merges traditional Chinese lantern artistry with modern LED displays along the shores of Long Island Sound. Visitors will step into a dazzling escape with…

    $16.99
  • REV FEST 250

    Ward Pound Ridge Reservation Cross River, New York, United States

    REV FEST 250 brings the American Revolution to life during Westchester County’s signature event commemorating the nation’s 250th. Through the stories of patriots, loyalists, and those caught in between, the festival offers a deeper understanding of the people, choices, and conflicts that shaped the birth of a nation. Explore authentic Continental and British Army encampments, meet…

    free
  • The Great Jack O’Lantern Blaze

    Van Cortlandt Manor 525 S Riverside, Croton-on-Hudson, ny

    The Great Jack O’Lantern Blaze returns to Van Cortlandt Manor in Croton-on-Hudson. The gourd-geous event features more than 7,000 hand-carved, illuminated jack o’lanterns arranged in jaw-dropping shapes, including dinosaurs and a carousel. Guests take a self-guided walk through the display and can stop at the Gourd & Goblet Tavern or the Headless Horseman Hideaway for…

    $24
  • Autumn Glow Festival

    Glen Island Park Weyman Avenue, New Rochelle, NY

    A glowing Glen Island Park is coming to the Westchester waterfront this fall as the Autumn Glow Festival transforms New Rochelle into a brightly lit waterfront wonderland. The limited-time evening event merges traditional Chinese lantern artistry with modern LED displays along the shores of Long Island Sound. Visitors will step into a dazzling escape with…

    $16.99