Day 1 -🍷City Pour & Coastal Charm

From Vineyard Roots to Urban Sips

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.

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Prospect Hill Winery

318 Orrills Hill Rd, Lebanon, ME, US, 04027

prospecthillwines.com
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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.

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219 Anderson St, Portland, ME, US, 04101

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

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200 Anderson St, Portland, ME, US, 04101

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

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127 Middle St, Portland, ME, US, 04101

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

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324 Fore St, Portland, ME, US, 04101

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