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Wineries & Breweries in Chester, NY

5 locations in and around Chester, New York — call ahead or check hours before the drive — many small wineries and taprooms pour only Thursday through Sunday, and harvest season can change everything.

Chester has about 4,008 residents. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Chester

The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.

  1. Oceane Vineyards

    1661 Kings Hwy, Chester, NY 10918-3006

    $35 + gratuity (cheese & wine pairing)

    TastingsFood servedPrivate events
  2. Rushing Duck Brewing

    2 Greycourt Ave, Chester, NY 10918

  3. Crazy Loon Distillery

    2431 Schroon River Rd, Chester, NY 12817

  4. Tin Barn Brewing

    62 Kings Hwy Bypass, Chester, NY 10918

  5. Bargain Beverage

    39 Brookside Ave, Chester, NY 10918-1409

5locations
4with a phone
3with a website

Of the 5 wineries & breweries listed in Chester, 4 give a phone number and 3 have a website. The nearest bigger selection is New Paltz with 13.

Chester 5 locations

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Good to know about wineries & breweries in Chester

How many wineries & breweries are there in Chester?

We list 5 wineries & breweries in Chester with addresses, and 4 of them with a phone number.

What's the surest way to check hours in Chester?

Call ahead — 4 of the 5 wineries & breweries here list a number. Hours at independent wineries & breweries shift with seasons and staffing, so a phone call beats any listing, including ours.

What to wear wine tasting?

Smart casual attire is recommended, such as dark clothing to avoid stain visibility and comfortable flat shoes for walking on gravel or lawns. Avoid heavy perfumes as they interfere with the subtle aromas during a tasting. You can browse 5 tasting venues in Chester, New York, with 4 listed with direct contact details to confirm dress code policies.

What to wear on a wine tour?

Dress in comfortable layers and wear closed-toe flat shoes suitable for cellar floors and outdoor vineyard walking. Bring a light jacket or sweater, as wine cellars are kept cool year-round. Check out 5 wine tour providers in Chester, New York, including 4 that offer phone assistance for tour planning.