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    • Families competing in a puzzle competition at Rolling Forks Vineyards winery.

    Mother’s Day Puzzle Competition & Wine Tasting

    Crafts, Classes, and Games

    Skip the usual brunch and join us for the Mother’s Day Puzzle Competition at Rolling Forks Vineyards! Gather your smartest friends and family for a cozy, competitive afternoon overlooking the scenic views of Lake Minnewaska.

    May 10 1:00 pm — 3:00 pm
    Location: Rolling Forks Vineyards Price: $25.00

    • Grape Escape Summer Kick Off Party at Rolling Forks Vineyards, Glenwood Minnesota

    The Grape Escape: Summer Kick-Off Wine Festival | Glenwood, MN near Alexandria

    Crafts, Classes, and GamesEducational ExperienceFestivalLive MusicOn-Site Wine TastingsShoppingWinery and Vineyard Tours

    Experience the "Grape Escape" -- Kick off summer in true Minnesota style, where the lake breeze is as refreshing as our delightful wines. Return to the lake, where the sun shines bright and the grapes are just right!

    June 6
    Location: Rolling Forks Vineyards Price:
    The Tipsy Trot - a free costume fun run at Rolling Forks Vineyards, Glenwood Minnesota

    The Tipsy Trot

    Crafts, Classes, and GamesFarm ExperienceFestival

    Got a love for the scenic route and closet full of outrageous costumes? Gather your crew, your kids, and your most ridiculous outfits for The Tipsy Trot!

    June 6 3:00 pm — 3:30 pm
    Location: Rolling Forks Vineyards Price: Free
    Hat burning + Hat bar Beginner level - Hat Burning Workshop at the Winery, Glenwood Minnesota

    Hat Bar & Hat Burning by Engrave the Day

    Crafts, Classes, and GamesShopping

    Hat burning + Hat bar Beginner level - Hat Burning Workshop! This workshop utilizes simple, single line designs (nothing overly detailed).

    June 13 1:00 pm — 3:00 pm
    Location: Rolling Forks Vineyards Price:

    • Roll Out the Barrels Fall Wine Festival in Glenwood Minnesota at Rolling Forks Vineyards

    Roll Out the Barrels Fall Wine Festival 2026

    Crafts, Classes, and GamesFarm ExperienceFestivalHarvest ActivitiesLive MusicOn-Site Wine TastingsShoppingVendor Fairs & Market DaysWinery and Vineyard Tours

    Get ready to roll up your sleeves and uncork a weekend of fun! Our grapes have been harvested, the barrels are ready, and now it’s […]

    September 26
    Location: Rolling Forks Vineyards Price: