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  • Rye Beach Challenge

    Rye Town Park 95 Dearborn Avenue, Rye, NY, United States

    Be one of the first to race the newest event in town: the Rye Beach Challenge launched by two local non-profits - Rye Tri Club and the Lighthouse Swim - […]

  • 33rd Annual Swim Across America – Long Island Sound

    Larchmont Yacht Club 1 Woodbine Avenue, Larchmont, NY, United States

    Join the 33rd annual Swim Across America - Long Island Sound open water swim to make waves to fight cancer on Saturday, July 26, 2025. This fun and inspiring event attracts more than 800 swimmers, volunteers, supporters and spectators, and is Swim Across America's largest open water swim in the U.S. With swim lengths of […]

  • Summer on The Sound, A Fundraiser Supporting The Ronald McDonald House!

    Barley Beach House 95 Dearborn Ave, Rye, New York

    Join us at The Barley Beach House and Oakland Beach for an unforgettable day of community and purpose. You can expect an elegant yet vibrant experience featuring gourmet food, craft cocktails, and entertainment—set against the backdrop of sun, sand and ocean breezes. We aim to unite community members, local businesses, and our generous supporters for […]

    $125

  • Pet Rescue Paws in the Park

    Harbor Island Park 60-98 Harbor Island Park, Mamaroneck, NY, United States

    Held at beautiful Harbor Island Park in Mamaroneck, this fun-filled community day features a 1/2 mile scenic stroll along the Long Island Sound, dog activities, kid's corner, live DJ, pup cups, fun contests, raffles, photo booth, adoptable dogs, K-9 Division demonstrations, dog yoga, agility course, kitty corner, and so much more. All pooches get a […]

  • Wainwright House 2025 Benefit: Cultivating Connection • Leadership • Legacy

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

    Set against the golden glow of Milton Harbor, this festive night brings together friends, neighbors, and change-makers to honor those whose vision and dedication elevate the shared spaces we call home. It is also an opportunity to support Wainwright House, the oldest nonprofit, nonsectarian learning center in the United States, helping sustain its ongoing programs […]

    $150

  • 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

  • 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

  • (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 benefit Meals on Main Street and Soul Ryeders. The Rye Tri Club will host its 26th annual New Year’s Day Polar Plunge on Thursday, January 1, […]

    $70

  • Summer Fling for Summer Matters

    Emelin Theater 153 Library Lane, Mamaroneck, NY, United States

    Summer Fling is proud to host “Summer Fling for Summer Matters – A Benefit Concert for the Summer Matters Campaign” to help raise $1.5 million by December 31, 2026! The Wild Life will be opening for Summer Fling. Two bands with local roots coming together to put on a spectacular night of live music to […]

    $59

  • Charity Poker Tournament for Scouting

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

    Friends of Rye Scouting, Inc. will host the twenty-second annual "Two Guys" Invitational Texas Hold'em Tournament on Friday, January 30, 2026 at the Wainwright House, with proceeds to support infrastructure […]

    $222

  • RYC Help Helps Hoedown – Stompin’ Out Stigma

    Coveleigh Club 459 Stuyvesant Avenue, Rye, NY, United States

    Dust of your boots and saddle up for the RYC Help Helps Hoedown on Thursday, March 5th at the Coveleigh Club. This night is dedicated to stompin' out the stigma associated with youth mental health, and learning how RYC makes a difference in helping our youth thrive! Trade in those dresses, jackets and heels for […]

    $275