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  • Rye FD open house 2025

    Fire Prevention Week Open House – Rye FD

    Rye Fire Department Headquarters 15 Locust Avenue, Rye, NY, United States

    meet your local firefighters and take pictures with the trucks and Sparky FOOD & PRIZES FIRE HOUSE TOUR FIRE SAFETY TIPS INTERACTIVE STATIONS LIVE DEMONSTRATIONS

    Free
  • Nursery Field celebration event 2025-10

    Nursery Field Celebration Party by Let the Kids Play

    Nursery Field

    From the organizers: We’ve been waiting for the perfect moment to celebrate and now it’s here! By holding our kickoff in the fall, we allowed time for landscaping and final […]

    Free
  • (PHOTO: An aerial view of the 2022 Osborn Scare Fair. The 2023 Scare Fair is on Saturday, October 28th.)

    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 photo op guess the weight of the pumpkin (closest guess wins $50.00 gift card to Rockridge) guess how many candy corn ( closest guess wins […]

    $10

  • 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 darkened rooms. Visitors may encounter other-worldly travelers awakening from their 200 year slumber at Old Haviland's Inn - you never know who you might meet! […]

    $20

  • 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 darkened rooms. Visitors may encounter other-worldly travelers awakening from their 200 year slumber at Old Haviland's Inn - you never know who you might meet! […]

    $20

  • Gingerbread Showcase Kickoff Celebration

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

    Kick off the Gingerbread Showcase, presented by Sotto Il Sole, with a festive evening of sweetness, community, and holiday cheer. Step inside Wainwright House to marvel at spectacular gingerbread creations by local professional and amateur bakers — each one a whimsical work of art. Be part of a sweet moment in Rye history as Mayor […]

    $10

  • Greek Christmas Market: Food & Gifts (OPEN TO ALL!)

    The Greek Orthodox Church Of Our Saviour 2195 Westchester Ave, Rye, NY, United States

    OPEN TO ALL: Greek Christmas Market ????Come shop for artisan Greek goods including olive oils, organic teas, housewares, holiday decor, jewelry & art ????️ Authentic Greek food & desserts – enjoy lunch or take a treat home ????️ Plenty of easy parking and accessible entry ????Free crafts for kids! Greek Orthodox Church of Our Savior […]

    Free

  • Children’s Holiday Party at Wainwright House

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

    Bring the whole family to Wainwright House for a festive Children’s Holiday Party filled with crafts, holiday treats, and joyful surprises! Kids will enjoy hands-on activities that spark creativity, tasty […]

    $15

  • (PHOTO: The 21st Annual Polar Bear Plunge was held on January 1st, 2023 in Rye Town Park and honored Norbert Galligan.)

    Rye Polar Plunge 2026

    Rye Polar Plunge 2026
    Rye Town Park 95 Dearborn Avenue, Rye, NY, United States

    Rye Tri Club Invites Community to Take the Plunge for a Cause on New Year’s Day 2026 26th annual New Year’s Day Polar Plunge at Rye Town Park/Oakland Beach to […]

    $70

  • Valentine’s Day Jazz Brunch

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

    Make it a romantic brunch for two, come with a group of friends or bring the whole family! Enjoy fabulous music and food with one of the most beautiful waterfront views in Westchester! Jazz from the acclaimed Tom Kohl Trio Buffet by our award-winning caterer Bartleby & Sage. Prosecco and mimosas included. About the Artists […]

    $25 – $85