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First-Time Visitor Guide to Eastern Shore Wine

Everything a first-time visitor needs to know about Eastern Shore Wine wine country. Tasting etiquette, what to wear, which wineries to start with, and insider tips.

What to Know Before You Go

Eastern Shore Wine wine country welcomes newcomers warmly, but a little preparation enhances the experience. You do not need to be a wine expert to enjoy yourself. Tasting room staff are accustomed to first-time visitors and will guide you through flights, explain the wines, and help you identify what you enjoy. Wear comfortable shoes suitable for vineyard walking, dress in layers, and bring water and snacks for the road between stops.

Tasting Room Etiquette

Wine tasting is informal in Eastern Shore Wine. Arrive during posted hours, expect to pay a tasting fee (typically $10-$25), and feel free to spit or pour out wines that are not to your taste. Ask questions. Tasting room staff enjoy discussing the wines, the growing season, and their winemaker's approach. If you enjoy a wine, buying a bottle is the best way to support the producer.

Where to Start

First-time visitors to Eastern Shore Wine should begin at a larger, well-signed estate winery with a full tasting menu. This gives you a benchmark for the region's style. From there, venture to two or three smaller producers recommended by your first host. By the end of the day, you will have tasted the range of what Eastern Shore Wine offers and can plan your next visit accordingly.

Wineries In and Around Eastern Shore

All 46 wineries we track in and around Eastern Shore, each with its own Wino Notion page, visitor details, and community ratings.

First visit? Start with these wineries.

Bobesa Wines
Eastern Shore
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Bohemia Manor Farm
Eastern Shore
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Boordy Vineyards
Eastern Shore
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Bordeleau Vineyards and Winery
Eastern Shore
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Boyd Cru Wines
Eastern Shore
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Broken Spoke Winery
Eastern Shore
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Cascia Vineyards / Mark Cascia Vineyards
Eastern Shore
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Charm City Meadworks
Eastern Shore
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Chesapeake Manor Vineyard
Eastern Shore
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Clyopatra Winery & Vineyard
Eastern Shore
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Corteau Vineyards
Eastern Shore
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Cove Point Winery
Eastern Shore
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Crow Vineyard & Winery
Eastern Shore
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DeJon Vineyard
Eastern Shore
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Far Eastern Shore Winery
Eastern Shore
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Friday's Creek Winery
Eastern Shore
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Gemeny Winery and Vineyards
Eastern Shore
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Great Frogs Winery
Eastern Shore
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Harvest Ridge Winery
Eastern Shore
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Janemark Winery & Vineyard
Eastern Shore
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Lands Point Winery & Vineyards
Eastern Shore
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Layton’s Chance Vineyard and Winery
Eastern Shore
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Love Point Vineyards and Winery
Eastern Shore
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Maryland Meadworks
Eastern Shore
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Misfit Winery
Eastern Shore
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Mount Felix Vineyard & Winery
Eastern Shore
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Narcisso Wine Cellar
Eastern Shore
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Nassau Valley Vineyards
Eastern Shore
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Noir Sunshine Winery
Eastern Shore
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Perigeaux Vineyards & Winery
Eastern Shore
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Pizzadili Vineyard & Winery
Eastern Shore
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Port of Leonardtown Winery
Eastern Shore
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Rebel Seed Cidery
Eastern Shore
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Robin Hill Farm and Vineyards
Eastern Shore
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Running Hare Vineyard
Eastern Shore
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Salted Vines Vineyard & Winery
Eastern Shore
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St. Michaels Winery
Eastern Shore
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Thanksgiving Farm
Eastern Shore
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The Brimming Horn Meadery - Milton
Eastern Shore
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The Brimming Horn Meadery - Seaford
Eastern Shore
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The Vineyards at Dodon
Eastern Shore
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The Wine Collective
Eastern Shore
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Trueman Vineyards
Eastern Shore
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Twin Branch Winery
Eastern Shore
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Two Lions Vineyards
Eastern Shore
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Xella Winery & Vineyard
Eastern Shore
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Frequently Asked Questions

Do I need to know about wine to visit Eastern Shore Wine?
Not at all. Tasting rooms welcome beginners and experts equally. Staff will guide you through flights and help identify your preferences. The only requirement is curiosity. View Eastern Shore Wine wineries on Wino Notion.
What should I wear to Eastern Shore Wine wineries?
Dress is casual at most Eastern Shore Wine wineries. Wear comfortable shoes suitable for vineyard paths, and bring layers since temperatures can shift between indoor tasting rooms and outdoor terraces. View Eastern Shore Wine wineries on Wino Notion.
How much does wine tasting cost in Eastern Shore Wine?
Tasting fees in Eastern Shore Wine typically range from $10-$25 for flights of four to six wines. Many wineries waive the tasting fee with a bottle purchase. View Eastern Shore Wine wineries on Wino Notion.

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