~ European cheeses and meats, homemade soups, quiches. Their full bakery includes fresh bread and the most divine mini almond tarts, plus homemade German pretzels on the weekends (best to call in advance for them).

~ Adorable bakery with a small selection of cheeses & French butter.

~ A quaint, but well-stocked, market.

~ Suburban supermarket.

~ Enjoy produce harvested that morning and pick from a wide selection of local dairy & meat.

~ Delicious breads, baked goods, and cakes.

~ Fabulous cheese shop and fish market hidden on the second floor of an old warehouse.

~ Fresh seafood and prime meats with catering options to supplement your home cooking.

~ Fresh milk and 100+ types of homemade artisanal chocolates from a family-operated farm where every cow (and bottle) has a name. Ask to pet & feed the cows!

~ Over the rolling hills of Cornwall, an honor system farm store with milk, homemade yogurt, ricotta, jams, as well as local meat, kimchi.

~ Italian sandwiches with homemade dessert. Our favorite is the fried artichoke sandwich.

~ Casual cafe for sandwiches and prepared foods with a delicious Havarti breakfast sandwich.

~ Cafe with small menu and housemade pastries, ideal for those craving a latte. The weekend pretzel loaves are incredible (call ahead to reserve), and the donuts are remarkable (they often have more in the back, just ask).

~ A favorite for prepared food with high-quality sandwiches, salads, soups & wonderful desserts (like pie).

~ A favorite in the very special town of New Preston with elevated prepared foods, including a perfect chicken salad. Don't miss THE SMITHY MARKET across the street for gourmet groceries and local products.

~ A cafe and market with delicious homemade tortilla chips and a great smash burger.

~ Deli for sandwiches and prepared foods, reminiscent of our favorite ski town general stores.

~ Excellent Greek food. House favorites include the marouli salad, shrimp athenian, gigantes, lamb gyro, fries.

~ Award-winning Neapolitan-style pizza. The New Yorker is a favorite.

~ A local favorite for cozy, delicious Italian. Truly special family-owned and operated place, more like a home than a restaurant.

~ Historic tavern with happy hour Friday through Monday. In the colder seasons, the wood-burning fireplace is often blazing.

~ Elevated dining set in the historic center of Litchfield. Elegant dishes, reservations encouraged.

~ Local pub in the heart of Litchfield.

~ Hyper-seasonal menu, requires a reservation.

~ Set along the Housatonic River, with a great outdoor patio equipped with fire pits.

~ A wonderful, casual French bistro. Order a side of lentils, trust us.

~ A worthwhile, picturesque drive to the most magical dining experience in a 1700’s candelit tavern. Order the broth and don’t forgo a dessert of coconut cake. Reservations required.

~ Ice cream, sorbets, soft serve, and a range of ice cream cakes.

~ Ice cream, milk, cheeses, and yogurt inside a historic compound at the heart of Bantam.

~ Two floors to explore in a historic factory building along the Farmington River.

~ With no official name, an assortment of random items and unbelievable deals.

~ Historic barn turned flea market with a 60’s-esque cafe.

~ A vast multi-dealer warehouse

~ Beautiful work by master potters Guy Wolff and his son Ben, a favorite of Martha Stewart’s.

~ Prized pottery studio with shop.

~ Phenomenal work sold at an honor-system showroom in the studio behind her home. For custom pieces, email jane.herold@gmail.com.

~ Well-marked trails on mostly flat terrain with bridges over the wetlands and forests as you get deeper. To get there: make a right out of the Argyll House driveway and then left at the first street, Bull Road. At the end of Bull Road (on your left) is the start of Bull Pond Preserve.

~ A lovely walk around Valley Pond that connects to the expansive trails of Roraback Mountain. Note: There is limited signage. To get there: make a right out of the Argyll House driveway. After 335 South Rd., you will see a gravel opening where you can park and a small hut with a trail map.

~ A well worth it, magical trail. Walk over a brook and through a dreamy meadow to an open hill surrounded by mountains. The entire Pinnacle trail takes ~2 hours and traverses through wooded ridges to the magnificent peak, with views across Lake Waramaug.

~ Beautiful trails along the wooded hillsides of the Shepaug River with a dramatic bridge that connects paths across the river.

~ A collection of trails around the Shepaug River, including The Holiday House loop, which goes uphill past the ruins of an 1893 vacation retreat.

~ A weekend for exploring exceptional gardens in the area, including the grounds of designers Bunny Williams and Michael Trapp.

~ Waldingfield hosts a lively dinner series on their farm every Wednesday from June through September. Guests are invited to enjoy a three-course meal by a local chef in their barn. BYOB.

~ An expansive pumpkin patch with perfect pumpkins to carve, unusual gourds to collect, and sweet winter squashes to cook.

~ Apple cider donuts, plus hard and regular cider to enjoy in the historic barn-turned-tap-room.

~ A weekend for self-guided tours of the fabulous clay studios in western Connecticut, showcasing ~9 studios and 25+ artists.

~ 50+ makers and dealers take over the magical tavern with pottery, baskets, textiles, furniture, antiques, jewelry for a festive day with homemade broth and delicious treats.

~ Skiing, snowboarding, and terrain park. Equipment rentals and lessons available; offer night skiing.

~ Skiing, snowboarding, and tubing. Equipment rentals and lessons available; offer night skiing.

~ Skiing, snowboarding, and tubing. Equipment rentals and lessons available; offer night skiing.

~A New England gem where rolling hills, colonial charm, and village life blend with rich history, design shops, and stunning homes to admire.

~A quaint riverside village framed by historic covered bridges, winding trails, and timeless New England charm.

~A charming village tucked into the Litchfield Hills, with cascading waterfalls, scenic trails, and artistic spirit, alongside an inviting historic Main Street.

~A perfectly preserved historic town, with homes frozen in time, featuring a mix of styles from Greek Revival to Italianate and Queen Anne architecture. Riverside trails and a spirited arts and music scene converge for a unique getaway.

~ A picturesque town with a plot of sheep at the center, plus adorable shops and historic estates.