Beer, Wine & Spirits in Sycamore

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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

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

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

Rather than cram its immense selection of libations into one storefront, Liquor 'N' Wine spreads it out among five Illinois locations. At each setting, the staff stocks shelves with wines from California and foreign regions such as France, Italy, and New Zealand—where winemakers settled after grapes went extinct in Old Zealand. The wine shares space with top-shelf brands of tequila, rum, gin, and vodka, as well as a generous assortment of whiskeys. Along with their namesake beverages, each Liquor 'N' Wine supplies bottles and kegs of domestic and imported beer and doubles as a Western Union station and propane exchange.

540 E Main St
Genoa,
IL
US

Today, Waterman Winery and Vineyards, Inc. is a 12-acre vineyard, lush with 40 varieties of primarily French-American grapes. However, in 1998, the winery began as something else entirely—a fanciful idea in the minds of three middle school teachers nearing retirement. After spending years specializing in agriculture, chemistry, and social sciences, they banded together to found the winery, outfitting it with eco-friendly production techniques that have earned them various sustainability awards. Nowadays, the team produces a wide variety of wines, from cherry wine and spiced reds to crisp whites. Visitors can sample the eco-friendly wines during on-site tastings, or purchase bottles to take home and sip on their own time.

11582 Waterman Rd
Waterman,
IL
US

Established: 2013

Staff Size: 50+ people

Parking: Parking lot

Handicap Accessible: Yes

Recommended Age Group: All Ages

The founders of the Festival of The Horse & Drum describe their event as the "United Nations of horses and humans," and not without good reason. The multicultural, multimedia equestrian gathering educates guests on the importance of horses throughout world history, and transports guests to a Native American pow wow, a cowboy town, and a renaissance faire. Bands representing several cultures perform on the Horse-a-Palooza stage, and the Equus Film Festival showcases long and short works starring stallions and mares, such as renowned horse actor Mare-lon Brando.

525 S Randall Road
St. Charles,
IL
US