Day 1 -🍷City Pour & Coastal Charm

Begin your Maine Wine Trail journey where tradition meets innovation. Just outside Portland, Prospect Hill Winery offers a taste of classic vineyard charm before you descend into the city’s buzzing beverage scene. In Portland’s East Bayside, bold, modern wines await at Blue Lobster and Eighteen Twenty, while Cellardoor’s stylish tasting room brings vineyard elegance downtown. Wrap up at Sweetgrass’s Old Port shop with small-batch spirits and fortified wines crafted with coastal flair. This day is a rich introduction to Maine’s creative fermenters and the flavors of its urban heart.

🍷 City Pour & Coastal Charm
Kick off your trail in Maine’s cultural capital. This day blends city sophistication with rural beginnings — from elegant pours in Portland’s Old Port to rolling vineyards just beyond. You’ll sample rosés, botanical wines, and innovative blends with a side of local flavor and urban energy.
  • 1
    📍 Lebanon
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    Prospect Hill Winery

    Prospect Hill Winery & Vineyard in southern Maine offers award-winning wines made exclusively from 13 estate-grown grape varieties. Enjoy wine tastings, vineyard tours, and host private events.

  • 2
    📍 Portland
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    eighteen twenty wines

    Discover locally crafted rhubarb wines and hard cider in Portland, Maine at eighteen twenty.

  • 3
    📍 Portland
    Blue Lobster Urban Winery

    Our wine is crafted for life's perfect moments, wherever you find them. On the beach, around the campfire, anchored in your favorite cove, or anywhere you pause to savor or celebrate life. Package in cans for the active lifestyle without compromising taste. #maine_enjoyed

  • 4
    📍 Portland
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    Cellardoor Winery Portland

    Cellardoor Winery & Vineyard offers a picturesque winery experience in Lincolnville, Maine, with handcrafted award-winning wines and a welcoming tasting room staff.

  • 5
    📍 Portland
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    Sweetgrass Farm Winery & Distillery - Old Port Shop

    Experience the true spirit of Maine with Sweetgrass Winery & Distillery. Crafting exceptional wines and spirits from local fruits and grains since 2005.