Wineries in Essex, MD

Wine Tastings for Two or Four with Take-Home Glasses and Credit Toward Wine at DeJon Vineyards (50% Off)

DeJon Vineyards


Award-winning wines to sample inside renovated barn with views of 20-acre winery; guests take home engraved wine glasses

$24 $12

Wine-Tasting Package for Two or Four at Running Hare Vineyard (Up to 46% Off)

Running Hare Vineyard

Prince Frederick

A sprawling vineyard evokes the Italian countryside with its hills, Tuscan-style villa, and variety of flavorful wines

$41 $22

Weekend Wine Tasting for Two, Four, or Six at Galloping Goose Vineyards (Up to 46% Off)

Galloping Goose Vineyards


Family-run winery creates varietals such as Vidal Blanc and Cabernet Sauvignon on-site, sending visitors home with keepsake wine glasses

$24 $13

Wine Tasting Plus Souvenir Glasses and 6-Bottle Tote for Two or Four at Loew Vineyards (Up to 50% Off)

Loew Vineyards

Frederick County

Family who traces its winemaking roots to the 19th century pours tastes from its catalog of more than a dozen wines

$19 $10

Wine Tasting for Two or Four with Take-Home Bottles and Wine Glasses at Royal Rabbit Vineyards (Up to 42%Off)

Royal Rabbit Vineyards

Parkton Township

Boutique Winery offers tastings on Saturday and Sunday afternoons; customers receive wine glasses and bottles to take home

$41.50 $24

Wine-and-Cheese Pairing for Two or Four at Gitan Bistro Cru (Up to 43% Off)

Gitan Baltimore


Split one or two bottles of house wine, paired with one cheese course per person, at this cozy neighborhood joint

$44 $26

Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 54% Off)

Olney Winery


Sample five locally vinted wines and take home stemless wineglasses

$39 $23

Wine Tasting & Tour for Two, Four, or Six with Bottle of Wine Per Pair at Royal Rabbit Vineyards (Up to 43% Off)

Royal Rabbit Vineyards

Parkton Township

Couples enjoy tastings and get two deluxe signature glasses and a bottle of wine to take home

$50.99 $30

Wine Tasting for 2 or 4 with Souvenir Glasses and Bottles of Wine at Port of Leonardtown Winery (Up to 54% Off)

Port of Leonardtown Winery


Guests sample eight wines pressed from grapes grown in southern Maryland vineyards and take a bottle of wine to enjoy at home

$42 $21

Wine Tasting with Souvenir Wineglasses for Two or Four at Olney Winery (Up to 54% Off)

Olney Winery

Courtland Manor

Sample five locally vinted wines and take home stemless wineglasses

$39 $23

Wine Tasting and Tour for Two, Four, or Six at Triple Creek Winery (Up to 48% Off)

Triple Creek Winery


Family-run winery invites guests can sample up to six varietals and tour the verdant vineyard from which each bottle is harvested

$27 $15

Wine Tasting for Four or Six at Chaddsford Winery (29% Off)

Chaddsford Winery

Multiple Locations

See facilities and taste 6–8 wines, including dry whites, dry reds, and sweet wines

$42 $30

Wine Flights for Two or Four with Credit Towards Bottle Purchases at Elk Run Vineyards (Up to 51% Off)

Elk Run Vineyards

Mount Airy

Guests try flights of three different wines custom picked to match their holiday recipes or themed parties; includes credit toward bottles

$50 $29

Winery Tour and Tasting for Two or Four at Lambert's Winery, (Up to 50% Off)

Lambert's Winery

Freemans Creek

A winery made from hand-cut stones, located in Weston, provides a beautiful locale for the viewing and tasting

$44 $22

Two or Four 2016 Discount Cards from Pennsylvania Wine Pass (Up to 55% Off)

Pennsylvania Wine Pass

Online Deal

Card holders get discounts on wine tastings, winery tours, charcuterie, and purchases throughout Pennsylvania wine country

$40 $20

$119 for One-Year Ownership of Two Vines at Carneros Della Notte ($198 Value)

Own a Napa Vineyard

Carneros Della Notte

Learn how to tend and harvest grapes, access special vineyard events, and make your own wine from grapes that grow on your vines

$198 $119

One or Two Custom-Engraved Bottles of Wine from Miramonte Winery (Up to 59% Off)

Miramonte Winery

Online Deal

Engrave bottles of wine to celebrate special occasions; choose from chardonnay, cabernet, merlot, and champagne

$70 $29.99

6, 12, or 24 Personalized Mini Wedding Wine Bottles from (Up to 56% Off)

Online Deal

Add a custom touch to a mini bottle of wine by adding initials or names to one of more than two dozen templates

$89 $39.99

One, Two, Four, or Six Custom-Etched Monogram Wineglasses from Miramonte Winery (Up to 54% Off)

Miramonte Winery

Online Deal

Perfect to celebrate a wedding or other special moment, these wineglasses are etched by hand with monograms

$20 $9.99

One or Two Personalized 1.5-Liter Wine Bottles from (Up to 64% Off)

Online Deal

Personalize large bottles of wine with sandblasted and hand-painted designs and text to commemorate a special occasion

$125 $49.99

Distillery Tour for Two or Four at Blackwater Distilling (Up to 51% Off)

Blackwater Distilling

Blackwater Distilling

Learn how the team behind all the Blackwater Distilling products makes their special spirits, from honey vodka to multiple varieties of rum

$40 $20

Wine Making Experience for Two or Four People (50% Off)

Brews Up

2, Central

Winery staff walk students through the steps of converting grapes into wine, complete with take-home bottle and custom label

$50 $25

Brewery Tour, Beer Flights, and Souvenir Growlers for Two or Four at Ocean City Brewing Company (Up to 51% Off)

Ocean City Brewing Company

Ocean City, MD

A family-friendly brewery, pub, and restaurant combined into a single space features tours and more than 24 craft beers on tap

$50 $25

Pub Fare at Union Jack's British Pub of Annapolis (Up to 50% Off)

Union Jack's British Pub of Annapolis


Dig into pub fare such as bangers and mash and crab-cake sandwiches

$20 $12

$15 for $30 Worth Of Casual Dining & Beverages



$30 $15

$19 for an Online Wine Pairing and Tasting Course from Mixology Training ($595 Value)

Mixology Training

Online Deal

Learn how to examine and evaluate wines with your senses and how to create an exemplary dining experience by pairing wine with food

$595 $19

$19 for an Accredited Online Wine-Appreciation Course from EventTrix ($199 Value)


Online Deal

Learn how to properly evaluate and appreciate wine with a course that covers grape varieties, winemaking, and the wine-tasting process

$199 $19

Hookah for Two or Four with Drinks at Midnight Kings Hookah Lounge (53% Off)

Midnight Kings Hookah Lounge


Hookah sessions include charcoals, specialty flavors, and non-alcoholic drinks

$36 $17

$19 for Online Wine-Pairing Class from Wine Pairing Course ($59 Value)

Wine Pairing Course

Online Deal

Through engaging videos, students learn to distinguish different types of wine and match them with the foods that draw out flavor profiles

$59 $19

$25 for Lifetime Membership to Craft Beer Brewing Online Course from ($199 Value)

Online Deal

The lifetime access course details the differences between various beers and walks students through step-by-step instruction for brewing

$199 $25

Select Local Merchants

  • DeJon Vineyards
    For Denise and John Wilkerson, owning a vineyard had always been a shared dream, but not one they thought would ever be realized. Wandering through the French regions of Dijon and Bordeaux on their honeymoon, the two sampled myriad wines and mustards, refining their palates and developing an appreciation for wine-dipped mustard sandwiches. Back in the states, the two tried their hand at cattle farming before making a dramatic decision: they'd sell the cattle, work on beautifying their 20 acres of land, and find a sunny patch of earth to plant those first few rows of wine grapes. Today, the two curate tastings of their award-winning wines in a renovated barn, where barrels have been re-purposed into tables, and grapes have been re-purposed as alcohol. Through open doors, the rustic tasting room looks out over the Wilkersons' 20 acres, which are populated by rows of grapes and the lush undergrowth of native plants.
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    Hydes, MD US
  • Royal Rabbit Vineyards
    Perched on a hill overlooking northern Baltimore County's scenic valleys, Royal Rabbit Vineyards typically provides guests pleasing views throughout the year. It isn't until late spring and summer, however, that the landscape begins to change: heavy green and purple orbs crop up along 4 acres of climbing grapevines. By fall, the heavy, ripened grapes are ready for harvest—later on they’ll be turned into the winery’s award-winning wines or used as low-impact marbles. The small winery lies along the Piedmont Wine Trail and Mason-Dixie Wine Trail, which connects more than 20 small, family-owned wineries in Pennsylvania and Maryland. In keeping with the Royal Rabbit Vineyards motto—"Treat yourself royally"—many of the wines have royal titles, including a cabernet franc blend dubbed “the duke.” Wine labels display a kingly rabbit holding a golden chalice.
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    Parkton, MD US
  • Basignani Winery
    Established in 1986, Basignani Winery cultivates and bottles hand-crafted red and white wines using a traditional cellar method and techniques perfected over several years. Owners Bert and Lynne Basignani have named some of their favorite wines after their four children, such as the dry Elena, a white seyval blend aged in oak, or the Lorenzino Reserve, a rich blend of cabernet sauvignon and franc melded with fruity merlot. Wednesday–Sunday, the winery holds half-hour tastings of its creations and encourages—weather and Dionysus’s mood permitting— self guided tours of the vineyard. A 20-minute drive north of Baltimore, the winery boasts rows of plump green and burgundy grapes hanging off vines as the winery’s resident border collies run and play in the fields. In spring, vibrant fuchsia petals burst from branches and delicate blush blooms droop low to the ground to provide cover for a romantic meal or microfiche exchange among visitors.
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  • Vino 301 Wine Concierge
    You want to drive to all those wineries—but you want to taste all the wines there, too. Vino 301 Wine Concierge removes the potentially hazardous but necessary element of driving from the equation: their tour ambassadors whisk tasters from one winery to the next, providing helpful information along the way. Several different tours offer prospective clients the chance to explore the area's different wine regions, and each lasts up to five and a half hours. There are also specially-orchestrated tours for events such as bachelorette parties, birthdays, and celebrating your friend Dionysus' birthday.
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    Bowie, MD US
  • Loew Vineyards
    Though many vintners refer to their winemaking techniques as "old country," those of the Loews are older than most. The family's first forays into the drinkable craft began in the 19th century, in an area of the Austro-Hungarian Empire known as Galicia, now part of Ukraine. There, they brewed honey wines and distributed them throughout Europe. The Loews continued in the business well into the 20th century, but their enterprise was disrupted by the outbreak of World War II. The Loew name wouldn't appear on another bottle until nearly a half-century later, in a vineyard an ocean away. The modern iteration of Loew Vineyards was established in 1982, and today stretches across 37 lush acres in Frederick County. Here, the gravelly soil nourishes flavorful grapes ideal for both red and white wines. The Loews tend to the vines throughout the year, harvesting the grapes in the fall and pruning them and fitting leaves with tiny mittens in the winter. Their crops are transformed into more than a dozen varieties of wine, ranging from the citrus-y, semi-sweet Serendipity to a balanced hearty red wine. The family even bottles honey wine (Mead) in a nod to their European past. Click here for hours of operation.
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    Mount Airy, MD US
  • Cygnus Wine Cellars
    "There are a lot of technically correct wines that can be stylistically boring," says Ray Brasfield, owner and winemaker at Cygnus Wine Cellars. "Stylistically boring" isn't an accusation that could be leveled at him or his establishment, though. He pours artistry into every bottle of wine he makes, whether he's making a dry table wine to pair with cheese or coaxing sparkling champagne from locally grown grapes. Even his venue, a one-time abandoned slaughterhouse, has a bit of character and edge. Plenty of elements of the 1939 architecture show through under the upgraded decor of the tasting room. The press room and other operational areas still look remarkably similar. Like Ray's wines, each space blends a bit of art and science.
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    Manchester, MD US