• Hike River Trail at Ward Pound Ridge Reservation with State Senators Shelley Mayer and Pete Harckham

    Ward Pound Ridge Reservation Reservation Rd., Pound Ridge, NY, United States

    State Senators Shelley Mayer and Pete Harckham in partnership with Westchester County Parks Saturday, October 18, 9-11 a.m. The hike will launch from Meadow parking lot at 9 a.m. Parking lot is located off Reservation Rd., Pound Ridge, NY 10576. Follow signage to the parking area. Join State Senators Shelley Mayer and Pete Harckham for […]

    Free
  • Osborn Scare Fair

    Osborn School

    Get ready witches and monsters, as the Osborn School Parent-Teacher Organization (PTO) is thrilled to announce the return of its annual “Scare Fair” Halloween Carnival supporting curriculum enriching programs and activities. Proceeds from the fair go directly to Osborn PTO (parent/teacher organization) enrichment, including field trips, assemblies, visiting authors, intramural, recess coaches, outdoor classroom, circus […]

    Free
  • Rockridge Fall Fest 2025

    Rockridge Deli & Flower Shop 280 Purchase Street, Rye, NY, United States

    Rockridge Fall Fest 2025 $10.00 entry fee per child which gets you a pumpkin and 15% coupon to be used that same day bounce house cotton candy popcorn tractor display […]

    $10
  • Rye Historical Society’s Fall Food and Whiskey Bash

    Timothy Knapp House 265 Rye Beach Avenue, Rye, NY, United States

    Don't miss our annual Fall party for great food and delicious drinks! In addition to our popular bourbon tasting, we will serve curated cocktails made with Square House Bourbon, plus beer, wine, and mocktails. Food will be provided by Antonio's Italian Deli & Market (a perfect chance to try this new local hot spot) and […]

    $200
  • Rye Farmers Market

    Down to Earth Rye Farmers Market 44 Theodore Fremd Ave, Rye, United States

    Down to Earth's Rye Farmers Market is held in the parking lot off Theo Fremd behind the Purchase Street stores every Sunday through November 23rd. Stop by for an abundance […]

    Free
  • Halloween Window Painting + Inaugural Pumpkin Parade on Purchase Street

    Purchase Streeet / Downtown Rye, NY Rye, NY, United States

    Annual Halloween Window Painting featuring the Inaugural Pumpkin Parade on Purchase Presented in Partnership with the Women’s Club of Rye - Children’s Philanthropy Registration required for painting; attending / viewing […]

    Free
  • Boots, Beats & Line Dancing

    Wainwright House 260 Stuyvesant Lane, Rye, NY, United States

    It’s the last hoorah under the Wainwright tent for 2025, and we’re going out with a foot-stomping, smile-inducing line dancing party! Grab your boots, your friends, and your best moves—Adam Cherko of Cherko Line Dancing will guide you through an evening of two-stepping, spinning, and laughing with friends, neighbors, and fellow dance enthusiasts. We’ll kick […]

    $15 – $25
  • Rye Rec Food Truck Thursdays

    Rye Rec Food Truck Thursdays
    Rye Recreation 281 Midland Ave, Rye, NY, United States

    RYE RECREATION IS HOSTING A PLETHURA OF FOOD TRUCKS EVERY THURSDAY NIGHT AUGUST 21 - OCTOBER 30 FROM 5:30-8:30P.M. (Down by the basketball courts) CHECK OUT THE LIST OF TRUCKS […]

  • Slightly Spooky Square House

    Slightly Spooky Square House
    Square House 1 Purchase St, Rye, United States

    Don't miss this annual favorite Halloween tradition when the Square House is transformed into the Spooky House. Ghosts, skeletons, bumps and squeaks await as you wind your way through the […]

    $20