Beer, Wine & Spirits in Freeport

Wine Tasting for Two or Four with Complimentary Glasses and Cheese Plate at Hailey's Winery (Up to 51% Off)

Hailey's Winery

Byron

Sample a variety of handcrafted red and white wines

$35 $18

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Wine Tasting for Two with a Bottle of Wine and Optional Vineyard Tour at Weggy Winery in Muscoda (Up to 50% Off)

Weggy Winery

Richland Center

Award-winning winery produces over 35 wines and offers one-hour narrated vineyard tours, wine tastings, and hillside views from the patio

$25 $12.50

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One Private Wine Tasting for Four or Eight at Rocky Waters Winery (50% Off)

Rocky Waters Winery

Hanover Illinois

During private wine tastings, winemakers serve seven samples and answer visitors' questions

$24 $12

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Wine Tasting for Two or Four with chocolate pairings or a cheese tray at Northleaf Winery (Up to54% Off)

Northleaf Winery

Milton

Guests explore six wines paired with chocolates or cheese in the tasting room

$31.80 $15

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Wine Flights Paired with Cheese and Fruit for Two or Four at Vetro Winery (Up to 38% Off)

Vetro Winery

Jefferson

Visitors taste a selection of wines paired with cheese and fruit at a winery with sweeping views of the surrounding woods and marshland

$30 $19

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$30 for a 4-Course Wine Tasting and Food Pairing for Two at Von Klaus Winery Tasting Haus ($64 Value)

Von Klaus Winery (Tasting Haus)

Baraboo

All-natural sulfite-free fruit wines paired with Wisconsin cheese, chocolate-wine truffles, breads and oils, and jumbo shrimp

$64 $30

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Wine Tasting for 4, 10, or 20 with 50% Off In-Store Purchases at WineStyles (Half Off)

WineStyles

Naperville

Wine tasting and education event features instructor-led tasting of six wines; sessions focus on region or styles

$40 $20

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Select Local Merchants

The Old Sugar Distillery produces small-batch liquors made from Midwestern ingredients. Its cornerstone concoction, the Old Sugar Factory Honey Liqueur, is distilled from dark-brown beet sugar and then aged in a wooden womb of American oak before being subtly sweetened with pure Wisconsin honey. The Cane and Abe Freshwater Rum, named in honor of President Lincoln and his favorite criminal-scaring stick, is made with cane sugar lovingly beamed up from the saccharine states of Hawaii and Louisiana and then aged in charred American oak barrels. These luscious liquids can be sampled either by sipping a freshly made cocktail ($6) at the distillery's long wooden bar, or by buying a bottle ($30) for midnight sips in the dead chill of winter. The Old Sugar Distillery also offers free tours and tastings with up-close views of the large copper pot still.

931 E Main St
Madison,
WI
US

Travelers follow Jo Daviess County's sprawling fields and undulating hills toward Massbach Ridge Winery?s 18+ acre estate. Founded by the Harmston family in 2003, the winery?s proprietors grow the grapes to concoct their batches of reds and whites. Members of the winery family escort guests on impromptu tours before rendezvousing in the tasting room or on the patio for samplings. The outdoor patio grants a heightened view of the vineyards below, which visitors can wander through on quests for vine-ripe copies of The Grapes of Wrath. In addition to its frequent tastings and tour sessions, Massbach Ridge Winery hosts a number of wine-related events each year.

117 South Main Street
Galena,
IL
US

Flatlander's pampers malt-pining palates by balancing a seasonal lineup of more than seven house-made brews with a diverse menu ranging from classic pub fare to gourmet entrees. Beer flights guide diners through five distillations and the on-site brewmaster ensures appetizers highlight each brews best qualities, matching seared asian ahi to the crispness of the Jackson Wit and spicy jumbo wings to the Flatlander IPA's training as a firefighter. Thick cuts of homestyle meatloaf and crispy morsels of fish and chips embody the roles of classic pub fare, subtly supported by gourmet-inspired castmates such as linguine pomodoro and USDA-prime center-cut filet mignon. An arsenal of 13 hearty burgers accessorized with toppings such as pulled pork, guacamole, or fried onions gratify any diet while bookended around a choice of USDA-prime chuck, ground turkey, veggie, or peppermint patties.

200 Village Grn
Lincolnshire,
IL
US

Cooper’s Hawk

Naturally, the chefs at Cooper’s Hawk have a sharp eye when it comes to wine pairings. Each of the restaurant’s contemporary dishes is crafted with a particular wine in mind, which makes plenty of sense given the fact that there’s a winery located just next door. Surrounded by oaken barrels and racks lined with glistening bottles, diners may be forgiven for thinking that they made a wrong turn and ended up in the winery itself. After your meal, see the real thing in the Napa–style tasting room, where you can sample up to eight different wines. The selection includes something for everyone, including graceful blush wines and cabernets whose flavors unfold like a novel scribbled on the wings of an origami crane.

798 W Algonquin Rd
Arlington Heights,
IL
US

When he wasn’t piloting a plane, Toby Beall spent time with his bare feet in the Caribbean sand and a cocktail mellowing in his hand. Looking to share that laid-back lifestyle, Beall, his wife Jillian and brother Jamey founded Tailwinds Distilling Company. Today, the Plainfield-based specialists blend premium ingredients such as organic molasses and 100% blue agave, and carefully age them in french-oak barrels to create their tropically-inspired amber rum. After the signature, small-batch distilling process—which avoids the use of carbon filters so as to leave the flavors intact—each bottle is individually signed. That attention to detail hasn’t gone unnoticed: their Taildragger white rum earned a silver medal at the 2012 Ministry of Rum Tasting Competition, and their 100% blue agave spirit was featured in Chicago Magazine's Holiday 2012 Gift Guide: For Imbibers.

Visitors can take a jetlag-free trip to the tropics during tours of the facility, learning about distillation and sampling sips in a tiki-bar-themed tasting room. Merchandise such as T-shirts, snifters, and flasks provide more lasting souvenirs than the imaginary tan the island vibe might inspire.

14912 S. Eastern Avenue
Plainfield,
IL
US

An extension of Minhas Craft Brewery, Minhas Micro Distillery's heritage of handcrafting fine spirits dates back to 1845. Today, the facility produces vodka, rum, Irish cream, horchata, and rye whiskey. Guests can visit the tour center and take home with them the latest clothing, glassware, and collectibles.

1208 14th Avenue
Monroe,
WI
US