Wine Tasting in Freeport

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

View Deal

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

View Deal

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

View Deal

Wine Flights Paired with Cheese and Fruit for Two or Four at Vetro Winery (Up to 35% 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 $20

View Deal

$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

View Deal

$25 for Two French Wine or European Beer Flights and One Appetizer at Suzette’s Creperie ($43 Value)

Suzette’s Creperie

Wheaton

Flights of French wine or European beer pair with savory appetizers, including three-cheese soufflés, ham & cheese crepes or croque monsieur

$43 $25

View Deal

Select Local Merchants

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 select grapes grown in Jo Daviess County 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.

8837 S Massbach Rd.
Elizabeth,
IL
US

Situated inside a renovated historical building, Northleaf Winery pays tribute to the location?s agricultural past while bottling more than a dozen wines. Fragrant samples of peppery zinfandel and floral pinot grigio are poured at the wooden tasting bar, which hosts open tastings and private pairings of wine and artisanal chocolates or cheese. Next door, the bistro and market stocks a tempting selection of Wisconsin cheeses and party trays, along with fresh salads and build-your-own grilled sandwiches with included blueprints.

232 S Janesville St
Milton,
WI
US

More than a century ago in Sicily, a man named Michael Vetrano began making wine?a hobby much appreciated by the friends and family who sipped his creations. Today, great grandson Bill Vetrano continues the family tradition at Vetro Winery. Bill and his team transform Wisconsin grapes into dry, semi-dry, and sweet reds and whites. During visits to the tasting room, guests can pair sips with bites of chocolate and cheese, take in sweeping views of the woods and marshland, or try their hand on a pair of vintage pinball machines. Indulging in these wine tastings also benefits the community at large, as the Vetrano family donates funds to support the Special Olympics.

1414 Vino Ln
Jefferson,
WI
US

Village Vintner Winery & Brewery poses a gastronomic triple threat, operating as not just a restaurant and winery, but also a fully functioning brewery. A battalion of stainless-steel machinery ferments the hand-selected wheat and barley that make up the vanilla-cream ale, the German-style hefeweizen, and the Vintner Hop Rocket, an 8.2% ABV varietal culminating from six types of hops and mad, mad science. At the tasting bar, guests can sample these brewery end products, along with Village Vintner’s expansive selection of homemade red, white, and fruit wines. The main restaurant area houses a wood-fired pizza oven, which bakes the pesto pizzas and smoldering baby back ribs that complement potables.

A spirit of good-natured fun permeates the copper-hued premises, as evidenced by a free monthly wine and mug club. Live music is a common occurrence on Friday nights, and Wednesdays star Chef Rob’s pork special.

2380 Esplanade Dr
Algonquin,
IL
US

When you think of Illinois, you might not think of a vineyard capable of yielding award-winning wine, but that’s exactly what you get with the Faltz Family Vineyard, which supplies Fox Valley Winery. The vineyard produces the grapes for wines that have won various awards in national and international competitions.

The vineyard, located about 20 miles away in Sheridan, supplies grapes through its more than 25 acres of vines draped across the rock-ribbed ledges of the Fox River Valley. This is where the Faltz family, their friends, and their employees spend many days coaxing the crop through the long growing season, checking for proper chemistry, and harvesting the grapes before they turn into talking raisins.

5600 Route 34
Oswego,
IL
US

It's more likely that Illinois River Winery founder and winemaker Gregg Kane is out in the field or tinkering in the wine lab than in the chair behind his desk. Thanks to his hard work, the winery's tasting room offers a selection of more than 30 varietals daily, from crisp, dry wines with vibrant acidity to wet wines known for their unique ability to quickly soak into a shirt. During warmer months, grab a glass and head out to the patio, where live music sweetly serenades sippers every Saturday and Sunday afternoon.

300 Donaldson St.
North Utica,
IL
US