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Wineries in Middletown, MD

4 wineries in and around Middletown, Maryland — call ahead or check hours before the drive — many small wineries pour only Thursday through Sunday, and harvest season can change everything.

Middletown has about 5,055 residents, which works out to 79 wineries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

4wineries
79per 100,000 residents
4with a phone
4with a website

Of the 4 wineries listed in Middletown, 4 give a phone number and 4 have a website. No national chains here — every winery on this page is independent. The nearest bigger selection is Mt Airy with 5.

Middletown 4 wineries
  1. Boordy Vineyards

    121 E Main St, Middletown, MD 21769-7932

    TastingsToursPrivate events
  2. Mazzaroth Vineyard

    8333 Myersville Rd, Middletown, MD 21769-8622

  3. Orchid Cellar Meadery and Winery

    8546 Pete Wiles Rd, Middletown, MD 21769-8703

  4. Willow Oaks Craft Cider and Wine

    6219 Harley Rd, Middletown, MD 21769-6516

    TastingsToursOutdoor seatingPrivate events

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Good to know about wineries in Middletown

How many wineries are there in Middletown?

We list 4 wineries in Middletown with addresses, and 4 of them with a phone number.

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

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

Which wineries near Middletown do tastings?

2 of 4 offer tastings.

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 4 tasting venues in Middletown, Maryland, with 4 listed with direct contact details to confirm dress code policies.

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