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  • 69th Annual Elting Memorial Library Fair

    Elting Memorial Library 93 Main St, New Paltz

    Perhaps you're hunting for your new favorite book. Searching for that perfect toy? Perusing for perennials? Seeking some fresh pieces for your jewelry box? The Elting Memorial Library Fair will have that and more! After shopping, spend the day relaxing and listening to music while enjoying refreshments. Not to be missed is our annual Library […]

  • Paws & Pours for Prevention

    Benmarl Winery 156 Highland Avenue, Marlboro, NY

    Paws & Pours for Prevention is a special fundraising event benefiting the Center for the Prevention of Child Abuse. Held on September 26, 2026, at Benmarl Winery, the event brings animal lovers and community members together to enjoy local wine while raising critical funds and awareness to help create safer futures for children and families […]

    Free

  • Out on the Farm: An All-Ages Upstate NY Queer Fall Festival

    Bad Seed Cider Taproom 43 Baileys Gap Rd, Highland, NY, United States

    Gather with your queer family, friends and pets for the 14th Annual Out on the Farm celebration! Big Gay Hudson Valley is serving up an all-ages night of fun and community that celebrates the best of Fall in the Hudson Valley. Food trucks, cold drinks, live music, family activities, cabaret show, and orchard disco!

    $15 – $20

  • Woodstock Farm Festival

    Woodstock Farm Festival
    Mountainview Lot 20 Mountainview Ave, Woodstock

    Weekly midweek farmers' market with prepared foods, live music and local vendors in the center of beautiful Woodstock, NY.

    Free

  • Fall Flannel Festival

    35 Phillips Avenue 35 Phillips Avenue, Highland, NY, United States

    Celebrate the best of autumn at the Fall Flannel Festival in Highland! This is a family-friendly weekend filled with live music, great food and drinks, a flannel exchange, and unique seasonal entertainment! Grab your favorite flannel and enjoy a fun-filled Hudson Valley fall tradition that brings the community together for a weekend of cozy, festive […]

  • Headless Horseman Hayrides and Haunted Attractions

    Headless Horseman Hayrides and Haunted Attractions
    Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United States

    Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets

  • Fall Flannel Festival

    Fall Flannel Festival
    35 Phillips Avenue 35 Phillips Avenue, Highland, NY, United States

    Fall flannel festival- free admission, family fun, food, live entertainment, games, flea market, flannel fashion show, pet friendly at St. Augustine's School in Highland NY.

  • Fall Flannel Festival

    Fall Flannel Festival
    35 Phillips Avenue 35 Phillips Avenue, Highland, NY, United States

    Fall flannel festival- free admission, family fun, food, live entertainment, games, flea market, flannel fashion show, pet friendly at St. Augustine's School in Highland NY.

  • 18th Century Autumnfest

    Senate House State Historic Site 296 Fair Street, Kingston

    Experience some key Autumn activities from the 18th century and enjoy the season. Join us at Senate House State Historic Site on Saturday October 3rd from 11:00am – 4:00pm. There will be demonstrations of blacksmithing, meat smoking, candle dipping, pressing apples, and more. There will also be live performances of juggling, fire spitting and unicycling […]

    Free

  • 18th Century Autumnfest

    Senate House State Historic Site 296 Fair Street, Kingston

    Experience Autumn activities from the 18th century! See demonstrations of blacksmithing, meat-smoking, candle-dipping, pressing apples, and more. There will also be live performances of juggling, fire-spitting, and unicycling!

    Free

  • Headless Horseman Hayrides and Haunted Attractions Children’s Day

    Headless Horseman Hayrides and Haunted Attractions Children’s Day
    Headless Horseman Hayrides & Haunted Attractions 778 Broadway, Route 9W, Ulster Park, NY, United States

    A Tiny Taste of Terror. Enjoy a hayride, friendly characters, experience our Magic Moon Maze, Haunted Gardens, Witch Hazel's Halloween House, Dino Zone, and enjoy music, making this the perfect outing for families with young children. All the monsters are friendly on Children’s Day. Rain dates are October 4th and October 18th.