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Wineries in Annapolis, MD


Wine Tasting of Ten Wines and Souvenir Glass for Two or Four at St. Michaels Winery (Up to 47% Off)
Wine Tasting of Ten Wines and Souvenir Glass for Two or Four at St. Michaels Winery (Up to 47% Off)

Sample wines, both dry and sweet, at winery in historical seaside-resort town

Londonderry on the Tred Avon 19.9 mi
$28.16 $16
(368)
43% discount_off
Wine Tasting and Tour for Two, Four, or Six at Triple Creek Winery (Up to 59% Off)
Wine Tasting and Tour for Two, Four, or Six at Triple Creek Winery (Up to 59% Off)

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

Highland Beach 27.0 mi
$27 $12
(53)
56% discount_off
Spirits Tasting and Tour at Bad Alfred's Distilling (Up to 58% Off).  Three Options Available.
Spirits Tasting and Tour at Bad Alfred's Distilling (Up to 58% Off). Three Options Available.

Enjoy a wide array of Craft distilled spirits in Chestertown’s historic district

Chestertown 27.9 mi
$16 $7
(115)
56% discount_off
Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 58% Off)
Wine Tasting for Two or Four with Souvenir Glasses at Olney Winery (Up to 58% Off)

Sample five locally vinted wines and take home stemless wineglasses

Ashton-Sandy Spring 32.9 mi
$39 $21
(2117)
46% discount_off
Wine and Cheese Pairing with Take-Home Wine Glasses for Two or Four at Basignani Winery (Up to 45% Off)
Wine and Cheese Pairing with Take-Home Wine Glasses for Two or Four at Basignani Winery (Up to 45% Off)

Wine enthusiasts can enjoy different types of wine accompanied by a variety of cheeses

Butler 42.3 mi
$42 $23
(1788)
45% discount_off
$49 for Wine and Chocolate Package for Two at Allegro Winery ($110 Value)
$49 for Wine and Chocolate Package for Two at Allegro Winery ($110 Value)

During a wine and chocolate truffles pairing session customers taste dry or sweet wines and receive souvenir wine glasses and a gift card

Sparklin Springs
$110 $49
(273)
55% discount_off
One or Two Custom-Engraved Bottles of Wine from Etchedwine.com  (Up to $82.01 Off)
BEST OF GROUPON BEST OF GROUPON
One or Two Custom-Engraved Bottles of Wine from Etchedwine.com (Up to $82.01 Off)

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

online_deal
$70 $29.99
(5484)
57% discount_off
Single-Day General Admission for Two or Four to Virginia Renaissance Faire on May 11–19 (Up to 44% Off)
Single-Day General Admission for Two or Four to Virginia Renaissance Faire on May 11–19 (Up to 44% Off)

Renaissance-themed event allows participants to step back into another century and learn about its history, literature, and the arts

Lake Anna Winery
$24 $15
(382)
38% discount_off
One, Two, Four, or Six Custom-Etched Monogram Wineglasses from Miramonte Winery (Up to 54% Off)
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One, Two, Four, or Six Custom-Etched Monogram Wineglasses from Miramonte Winery (Up to 54% Off)

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

online_deal
$20 $9.99
(5484)
50% discount_off
Custom Etched Bottle of Wine and Two Stemless Wine Glasses from EtchedWine.com (Up to 62% Off)
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Custom Etched Bottle of Wine and Two Stemless Wine Glasses from EtchedWine.com (Up to 62% Off)

Customize a wine bottle and set of glasses with your own message to commemorate an anniversary or any occasion

online_deal
$100 $38
(5484)
62% discount_off
Personalized Wine Bottle & Glass Romance Gift Set (4-Piece) from EtchedWine.com (Up to 65% Off)
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Personalized Wine Bottle & Glass Romance Gift Set (4-Piece) from EtchedWine.com (Up to 65% Off)

Customize a wine bottle and set of glasses with your own message to commemorate an anniversary, wedding, or Valentine’s Day

online_deal
$120 $46
(5484)
62% discount_off
$12 For Wine Tasting For 2 & A Souvenir Wine Tote (Reg. $24)
$12 For Wine Tasting For 2 & A Souvenir Wine Tote (Reg. $24)

Foxfield
$24 $12
6 bought
50% discount_off
6, 12, or 24 Personalized Mini Wedding Wine Bottles from EtchedWine.com (Up to 56% Off)
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6, 12, or 24 Personalized Mini Wedding Wine Bottles from EtchedWine.com (Up to 56% Off)

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

online_deal
$89 $39.99
(5484)
55% discount_off
One Custom Wine Bottle with Personalized Paper Label and Optional Gift Box from EtchedWine.com (Up to 51% Off)
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One Custom Wine Bottle with Personalized Paper Label and Optional Gift Box from EtchedWine.com (Up to 51% Off)

Custom bottles of wine are outfitted with labels that pop with colors, visual effects, and personal messages

online_deal
$35 $17
(5484)
51% discount_off
Custom Etched Infinity Symbol Bottle of Wine or Set from EtchedWine.com (Up to 62% Off). Four Options Available.
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Custom Etched Infinity Symbol Bottle of Wine or Set from EtchedWine.com (Up to 62% Off). Four Options Available.

Bottles of wine are etched with up to 5 lines of custom text while sets include 2 stemmed or stemless glasses, makes a perfect wedding gift

online_deal
$70 $28
(5484)
60% discount_off
24 or 48 Custom Label Mini Wine or Champagne Bottles from EtchedWine.com (Up to 56% Off)
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24 or 48 Custom Label Mini Wine or Champagne Bottles from EtchedWine.com (Up to 56% Off)

Custom labels for mini wine or champagne bottles that pop with colors, visual effects, and personal messages

online_deal
$175 $77
(5484)
56% discount_off
One or Two Personalized 1.5-Liter Wine Bottles from EtchedWine.com (Up to 64% Off)
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One or Two Personalized 1.5-Liter Wine Bottles from EtchedWine.com (Up to 64% Off)

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

online_deal
$125 $49.99
(5484)
60% discount_off
Wine Tastings for Two or Four with Take-Home Glasses and Credit Toward Wine at DeJon Vineyards (61% Off)
Wine Tastings for Two or Four with Take-Home Glasses and Credit Toward Wine at DeJon Vineyards (61% Off)

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

Hydes 35.0 mi
$24 $13.50
(242)
44% discount_off
Wine-Tasting Package for Two or Four at Running Hare Vineyard (Up to 34% Off)
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Wine-Tasting Package for Two or Four at Running Hare Vineyard (Up to 34% Off)

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

Prince Frederick 33.2 mi
$45 $34
(1969)
24% discount_off
Wine Tasting and a bottle of Vintner’s White Wine at Crow Wine Cellars (Up to 42% Off). Two Options Available.
Wine Tasting and a bottle of Vintner’s White Wine at Crow Wine Cellars (Up to 42% Off). Two Options Available.

Guests can enjoy tasting of five premium local wines produced from vineyard grapes

Queenstown Harbor 17.9 mi
$33 $19
(1)
42% discount_off
Wine or Cider Tasting for Two or Four with Take-Home Wine Glasses at Great Shoals Cellars (Up to 47% Off)
Wine or Cider Tasting for Two or Four with Take-Home Wine Glasses at Great Shoals Cellars (Up to 47% Off)

Customers may experience flavors of award-winning wines and ciders, all made from locally-sourced ingredients

Londonderry on the Tred Avon 19.8 mi
$30 $20
(73)
33% discount_off
Wine Flights for Two or Four with Credit Towards Bottle Purchases at Elk Run Vineyards (Up to 56% Off)
Wine Flights for Two or Four with Credit Towards Bottle Purchases at Elk Run Vineyards (Up to 56% Off)

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

Mount Airy 48.2 mi
$50 $22
(616)
56% discount_off
Wine Tasting at Loew Vineyards (Up to 52% Off). Two Options Available.
Wine Tasting at Loew Vineyards (Up to 52% Off). Two Options Available.

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

Frederick County
$22 $13.50
(208)
39% discount_off
Tasting and Tour with Cheese & Sausage Plate for Two or Four at Crow Farm And Vineyard (Up to 55% Off)
Tasting and Tour with Cheese & Sausage Plate for Two or Four at Crow Farm And Vineyard (Up to 55% Off)

Family run farm and vineyard lets you peek behind the curtains to see the whole process at their 10 acre vineyard

Crow Vineyard & Winery 38.3 mi
$28 $15
(79)
46% discount_off
$20, $50, or $100 Worth of Wine from Wine Insiders (Up to 55% Off)
BEST OF GROUPON BEST OF GROUPON
$20, $50, or $100 Worth of Wine from Wine Insiders (Up to 55% Off)

Shop from a vast selection of exclusive wines shipped directly to subscribers doorsteps at direct-to-consumer prices

online_deal
$50 $23
(22856)
54% discount_off
18-Bottle Premium Wine Pack with Three Gift Bags from WineOnSale.com (81% Off)
BEST OF GROUPON BEST OF GROUPON
18-Bottle Premium Wine Pack with Three Gift Bags from WineOnSale.com (81% Off)

International wines with rich citrus notes or bright chords of cherry and plum; from the likes of California, Chile, and France

online_deal
$370 $69
(588)
81% discount_off
20-Bottle Pack of Award-Winning Mixed International Wines from WineOnSale.com (Up to 82% Off)
BEST OF GROUPON BEST OF GROUPON
20-Bottle Pack of Award-Winning Mixed International Wines from WineOnSale.com (Up to 82% Off)

Enjoy a 20 pack box of award winning rare wines from all over the world, including countries and states like Spain and California

online_deal
$400 $74
(588)
82% discount_off
As low as $5 per Bottle – Winter Red Wine Packages from Wine Insiders (Up to 80% Off)
BEST OF GROUPON BEST OF GROUPON
As low as $5 per Bottle – Winter Red Wine Packages from Wine Insiders (Up to 80% Off)

A flavorful pack of wines for the winter season; roast dinners and holiday parties pair well with any of the curated selection of reds

online_deal
$96.44 $32
(22856)
67% discount_off
Wine Bundle of 12 Premium Wines plus Winter Bonus Trio from Heartwood & Oak (Up to 81% Off)
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Wine Bundle of 12 Premium Wines plus Winter Bonus Trio from Heartwood & Oak (Up to 81% Off)

15-bottle selection of various wines ranging from fruity white blends to rich cabernet sauvignon

online_deal
$252.35 $50
(22715)
80% discount_off
15 Bottles of Premium Wine, $25 Gift Voucher, and Corkscrew from Wine Insiders - 1 or 2 Sets (Up to 83% Off)
BEST OF GROUPON BEST OF GROUPON
15 Bottles of Premium Wine, $25 Gift Voucher, and Corkscrew from Wine Insiders - 1 or 2 Sets (Up to 83% Off)

Expert tasting panel handpicks premium wine from around the world – select 15 red wines, 15 white wines, or a mix

online_deal
$281.34 $50
(22856)
82% discount_off

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