The Painted Pony restaurant established in 1989 has been a staple in the community and surrounding towns through Litchfield Hills for decades. It is known for its prime rib and beautiful country setting and patio, as well as a catering hall for up to 200 people for all your events.
Painted Pony Restaurant
74 Main St. South
203-266-5771
Stop by Ziggy’s for a gourmet Italian experience. This charming food truck offers a variety of Italian specialties, including roasted tomatoes, pesto, burrata, dry sausages, truffle cheeses and more. Homemade meals are also available, with classics like chicken parm, lasagna, and meatballs. Finally, don’t miss out on desserts, like the famous cannolis!
Ziggy’s
287 New Milford Tpke., New Preston
860-605-6332
Woodford’s General Store provides locally grown and locally made products along with a selection of home design items. The shop collaborates with local farms and regional makers to source their best offerings and they provide a weekly delivery option and pull up-pick up service. Their goal is to celebrate the farmers and the makers, curate the best selection in the area, and be convenient with delivery.
Woodford’s General Store
3 Old Barn Rd., Kent
917-224-4801
A Watertown staple with varieties of award-winning wine, beer, and beautiful views.
Hawk Ridge Winery
28 Plungis Rd, Watertown
860-274-7440
Offers a flavorful assortment of wines, a wine shop, and tasting room in Goshen.
Sunset Meadow Vineyards
599 Old Middle St, Goshen
860-201-4654
Litchfield County’s Toast & Co serves up delicious fresh brewed coffee, including their house roast, a customized two bean blend called Rain Forest Alliance Bold—smooth, delicious, and a customer favorite. Enjoy a comfy spot outside or indoors while sipping on their coffee or espresso.
18 Commons Drive, Litchfield
860-567-0301
toastandco.com
Offers 16 taps of house-brewed ales and lagers, a full bar, and live entertainment.
Woodbury Brewing
738 Main St South, Woodbury
203-405-3811
Connecticut’s first work-ing-farm brewery offers a tour of their 50 acre diver-sified farm plus a popular tasting room to try their numerous popular beers.
Kent Falls Brewing
33 Camps Rd, Kent
860-398-9645
Housatonic River Brewing’s large renovated space offers hand-crafted ales, hard seltzers, wine, as well as live entertainment.
Housatonic River Brewing
30 Kent Rd, New Milford
860-946-0266
Located in the heart of Litchfield, @ the Corner serves craft beer, cocktails, and artisanal food. They strive to bring new and interesting beer & cocktails while still serving classics.
3 West Street, Litchfield
860-567-8882
athecorner.com
Plan your weekend with our guides to the best things to do in Litchfield County, from events and art openings to dining and hikes.
