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  • Grape Stomping Festival @ Robibero Winery

    Robibero Winery 714 Albany Post Rd, New Paltz, NY

    The Grape Stomping Festival is back — four full days of wine, live music, and getting your feet dirty. Stomp grapes all day, sip something delicious, catch live music from […]

    $25

  • Grape Stomp @Brotherhood Winery

    Brotherhood Winery 100 Brotherhood Plaza Drive, Washingtonville, NY

    Experience one of winemaking’s oldest traditions at America’s Oldest Winery. Grab a teammate, kick off your shoes, and stomp fresh grapes in our friendly grape stomping competition for a chance to win a special prize. Enjoy live music, family-friendly fun, and food and drinks from 1839 Restaurant & Bar throughout the season. Every Weekend • […]

    FREE

  • Hudson Oktoberfest at Upper Depot Brewing

    Upper Depot Brewing 708 State St, Hudson, NY

    Hudson Oktoberfest is taking over Upper Depot Brewing for a full day of live music, craft beer, food, local makers, games, and fall fun in the heart of Hudson! A portion of the event supports local animal shelters, so raise a glass for a great cause! Sample drinks from breweries, cideries, wineries, and other regional […]

    $33.85

  • Grape Stomp @Brotherhood Winery

    Brotherhood Winery 100 Brotherhood Plaza Drive, Washingtonville, NY

    Experience one of winemaking’s oldest traditions at America’s Oldest Winery. Grab a teammate, kick off your shoes, and stomp fresh grapes in our friendly grape stomping competition for a chance to win a special prize. Enjoy live music, family-friendly fun, and food and drinks from 1839 Restaurant & Bar throughout the season. Every Weekend • […]

    FREE

  • Chef & Winemaker Dinner Series at City Winery HV

    City Winery Hudson Valley 23 Factory St, Montgomery, NY

    Immerse yourself in an unforgettable evening at the beautiful, historic Hudson Valley City Winery as part of our Chef & Winemaker Dinner Series on Sun, Sep 27, 2026, Sun, Oct 4, 2026, Sun, Oct 25, 2026, and Fri, Nov 20, 2026. Each evening offers an intimate culinary journey in the Gallery, where guests will enjoy […]

    $135

  • Whitecliff Vineyard Fall Vegan Market

    Whitecliff Vineyards 331 McKinstry Rd, Gardiner, NY

    Join Whitecliff for a vegan market to benefit Woodstock Farm Sanctuary! Joining will be Gab’s Veg Table, Tablespoons Kitchen, and Cat’s Luck, all bringing a variety of excellent foods, sandwiches, baked goods, and more with gluten free options too.

    FREE

  • Benmarl Winery’s October Harvest Grape Stomping Festival

    Benmarl Winery 156 Highland Ave, Marlboro, NY

    Join Benmarl Winery's October Harvest Grape Stomping Festival on October 10th & 11th, from 11am-8pm. Enjoy wine, frose and sangria while overlooking the fall foliage. Come anytime between 11am and 8pm. Drinking Ticket - $35/ person includes: -Souvenir wine glass engraved with Benmarl's signature logo -Tastings of 5 different wines and 1 Sangria -Grape Stomping […]

    $35

  • Grape Stomp @Brotherhood Winery

    Brotherhood Winery 100 Brotherhood Plaza Drive, Washingtonville, NY

    kick off your shoes, and stomp fresh grapes in our friendly grape stomping competition for a chance to win a special prize. Enjoy live music, family-friendly fun, and food and drinks from 1839 Restaurant & Bar throughout the season. Every Weekend • September 13 – October 11 Saturday: 1:00–5:00 PM Sunday: 12:00–4:00 PM Participation is […]

    FREE

  • Grape Stomp @Brotherhood Winery

    Brotherhood Winery 100 Brotherhood Plaza Drive, Washingtonville, NY

    Experience one of winemaking’s oldest traditions at America’s Oldest Winery. Grab a teammate, kick off your shoes, and stomp fresh grapes in our friendly grape stomping competition for a chance to win a special prize. Enjoy live music, family-friendly fun, and food and drinks from 1839 Restaurant & Bar throughout the season. Every Weekend • […]

    FREE

  • Greystone Program’s 34th Annual Wine Tasting and Auctions

    Milea Estate Vineyard 450 Hollow Rd., Staatsburg, NY

    Raise a glass and enjoy an unforgettable afternoon of live music, local wine tastings, and signature auctions, while supporting vital services that enrich the lives of people with autism and other developmental disabilities and their families. Experience an unforgettable afternoon at the Hudson Valley’s premier wine tasting benefit, now celebrating its 34th year. Enjoy a […]

    $175

  • Harvest Festival @ Robibero Winery

    Robibero Winery 714 Albany Post Rd, New Paltz, NY

    Celebrate the season at Robibero's Harvest Festival — two full days of wine tasting, live music, vineyard and cellar tours, caramel apple sangria, and all the fall flavors you've been […]

    FREE