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    • Blue Red Roses

    Live Music
    September 25, 2025 5:00 pm — 8:00 pm
    Location: Rolling Forks Vineyards Price:

    Roll Out the Barrels Fall Festival 2025

    FestivalHarvest ActivitiesLive MusicOn-Site Wine TastingsShoppingVendor Fairs & Market DaysWinery and Vineyard Tours

    Friday through Sunday September 26th -28th! Get ready to roll up your sleeves and uncork a weekend of fun! Our grapes have been harvested, the […]

    September 26, 2025 11:00 am — 7:00 pm
    Price:

    Blue Red Roses

    Live Music
    September 28, 2025 1:00 pm — 4:00 pm
    Location: Rolling Forks Vineyards Price:

    • Entertainment By Sophie

    Live MusicOn-Site Wine Tastings
    November 15, 2025 1:00 pm — 4:00 pm
    Location: Rolling Forks Vineyards Price:

    Entertainment By The Sundogs

    Live MusicOn-Site Wine TastingsShoppingWaska Wine Club Pick-up
    November 16, 2025 1:00 pm — 4:00 pm
    Location: Rolling Forks Vineyards Price:

    • Acoustic guitarist performing live music at Rolling Forks VIneyards patio in Glenwood, MN during a weekend wine tasting event.

    Music: Matt Johnson

    Live Music

    There is nothing quite like the combination of a glass of estate-grown,
    award-winning wine and the sound of local artists performing live. At
    Rolling Forks Vineyards, we host a rotating lineup of the region’s best
    musicians, offering everything from acoustic folk and jazz to soulful
    blues.

    January 10 1:00 pm — 4:00 pm
    Location: Rolling Forks Vineyards Price:

    • Experience the best live music in Glenwood, MN! Join us for an afternoon of local talent, award-winning wines, and stunning views.

    Music: Jeff James

    Live Music

    There is nothing quite like the combination of a glass of estate-grown, award-winning wine and the sound of local artists performing live. At Rolling Forks Vineyards, we host a rotating lineup of the region’s best musicians, offering everything from acoustic folk and jazz to soulful blues.

    February 22 1:00 pm — 4:00 pm
    Price:

    • Winter Farmers Market, Indoor Market, Rolling Forks Vineyards, Glenwood, Minnesota

    Winter Artisan and Farmers Market

    Live MusicShoppingVendor Fairs & Market Days

    Shop local at our cozy, indoor market nestled in the rolling glacial hills overlooking Lake Minnewaska. Embrace the season with the best of the area’s artisanal goods, unique treats, and more!

    March 14 11:00 am — 3:00 pm
    Location: Rolling Forks Vineyards Price:

    • Spring Indoor Makers Market at Rolling Forks Vineyard Glenwood Minnesota

    Spring Indoor Artisan and Farmers Market

    Live MusicShoppingVendor Fairs & Market Days

    Shop local at our cozy, indoor market nestled in the rolling glacial hills overlooking Lake Minnewaska. Embrace the season with the best of the area’s artisanal goods, unique treats, and more!

    April 11 11:00 am — 3:00 pm
    Location: Rolling Forks Vineyards Price:

    • Music: Ben Stock

    Live Music

    There is nothing quite like the combination of a glass of estate-grown, award-winning wine and the sound of local artists performing live. At Rolling Forks Vineyards, we host a rotating lineup of the region’s best musicians, offering everything from acoustic folk and jazz to soulful blues.

    May 9 6:00 pm — 9:00 pm
    Price: