• September Harvest Grape Stomping Festival

    September Harvest Grape Stomping Festival
    Benmarl Winery 156 Highland Avenue, Marlboro, NY

    Celebrate the season with lively grape stomping, award-winning wines, live music, and sweeping views of the Hudson River. This is an unforgettable fall tradition in the Hudson Valley that offers the perfect blend of vineyard charm, harvest festivities, and scenic beauty!

    Free – $35
  • September Harvest Grape Stomping Festival

    September Harvest Grape Stomping Festival
    Benmarl Winery 156 Highland Avenue, Marlboro, NY

    Celebrate the season with lively grape stomping, award-winning wines, live music, and sweeping views of the Hudson River. This is an unforgettable fall tradition in the Hudson Valley that offers the perfect blend of vineyard charm, harvest festivities, and scenic beauty!

    Free – $35
  • Rough Cut Brewing Oktoberfest

    Rough Cut Brewing 5945 Route 44-55, Kerhonkson

    German food, raffles and prizes, and fun for the whole family! Live music by Professor Louie and The Crowmatix and Live Wire Panic!

  • 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
  • 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

  • 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.

  • Belleayre Fall Festival

    Belleayre Fall Festival
    Belleayre Mountain 181 Galli Curci Rd., Highmount, NY

    Belleayre Mountain’s Fall Festival is bringing you vibrant fall foliage, mountain views, live music, local food, and seasonal activities to create the perfect getaway. Discover the Catskills at their most colorful, with fun for the whole family and plenty of reasons to stay awhile!

    Free
  • 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.

  • 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.  

  • Arrowood Farms Harvest Fest

    Arrowood Farms 236 Lower Whitfield Road, Accord, NY

    Celebrate the magic of fall with Arrowood Farms! Crisp autumn air, local flavors, live entertainment, and family-friendly activities are coming together for an unforgettable day in the Hudson Valley. Come experience the season at its best, surrounded by beautiful farmland, good food, and the welcoming spirit of a true farm-to-table community!

    $25
  • 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