There are inspiring things to do all over our region and in every direction from Troutbeck! We've curated our Town Guides to be a source for you to pull from so that you know where to go and don't miss a thing.
Town Guides
Places to Explore Local Towns
Amenia & Wassaic
Founder Romane Recalde offers exquisite locally and sustainably grown flowers for sale in her pretty Amenia shop.
3300 NY Route 343, Amenia, NY 12501 | lejardinflowerfarm.com
A collection of elevated objects for living — whether you’re looking for a hostess gift, a custom sofa, or an object that you will cherish in your own home, interior designer Darren Henault’s Tent in the center of Amenia has something for you.
4950 Rte 22 Amenia, NY 12501 | tentnewyork.com
Panacea focuses on seasonal and local ingredients, curating an atmosphere through their foods and drinks to nourish the soul.
6 Autumn Lane, Amenia, NY 12501 | www.panaceany.com
Situated right here in Amenia, Isabela utilizes locally grown ingredients, shifting the menu according to season. Drop by and sit at the bar for happy hour or enjoy a meal in their dining room.
3330 Route 343 amenia, ny 12501 | isabela-amenia.com
The Greek-owned Four Brothers Pizza chain is beloved in this region, but ours has a DRIVE IN! Launched in 2013, this outdoor theater books some exceptional new releases + even hosts premiers. The restaurant is open all year but the drive in is seasonal.
4957 Rte 22 Amenia, NY 12501 | fourbrothersrestaurants.com & drive-in
Peggy’s is a tiny but mighty cafe on the main drag in Amenia and serves, fresh baked pastries, pancakes and salads, as well as Intelligentsia coffee.
3312 Rte 343 Amenia, NY 12501 | peggyssweetandsavory.com
Star baker (formerly at Troutbeck) Ariel Yotive has opened Vitsky, the bakery of her dreams, in the Wassaic Commons. Expect garlic nibs, zucchini bread, challah made with local Wild Hive flour and more.
3 Main Street, Wassaic | vitskybakery.com
We adore the Lantern Inn for its Neapolitan style wood fired pizzas, selection of microbrews, natural wines + excellent vibes. It’s family friendly, and it’s also a great place to brush shoulders with the coolest farmers and artists in our corner of the HV. After all, who doesn’t love great pizza?
10 Main Street Wassaic, NY 12592 | wassaiclanterninn.com
Ten Mile Distillery sources 100% New York State-grown grains for their vodka, gin and whiskey. It’s also one of the most beautifully designed places to learn about local spirits.
78 Sinpatch Road Wassaic, NY 12592 | www.tenmiledistillery.com
When Wassaic Project opened in the next village over, it heralded a new generation of creativity. With artists in residence, open studios, children's drop-by art time at the Art Nest, talks and exhibitions, there’s always something to do there. We collaborate with artistic director Will Hutnick on our exhibitions at Troutbeck.
37 Furnace Bank Rd Wassaic, NY 12592 | wassaicproject.org
Spanning 1000 acres of rolling hills in rural Dutchess County, Wethersfield Estate and Garden provides visitors, visionaries, and artists, a chance to reflect on the importance of natural and classical artistic beauty as a crucial means of human expression for our times. Visitors may use the trails for walking, hiking, snow shoeing, cross country skiing and even horseback riding (bring your own horse!). Tours may be arranged at the stately home.
257 Pugsley Hill Road, Amenia, New York, 12501 | wethersfield.org
Kent + Cornwall
Stylish and sustainable clothing and home goods abound at this Kent concept store.
12 Old Barn Road, Kent, CT 06757 | rentrayage.com
A mecca for thoughtfully curated antique and contemporary pieces, sourced from near and far, including Troutbeck fireplace fenders by Champalimaud Design.
8 Old Barn Rd, Kent, CT 06757 (860) 927-1700 | rtfacts.com
A multi category boutique and gallery featuring a curated selection of beauty, accessories, art and objects, founded by James Boehmer, an acclaimed makeup artist and former global artistic director for Shiseido, and Greg Fricke, a scout for some of the most renowned modeling agencies in the world.
9 Maple St Unit 2, Kent, CT 06757 | peggymurcury.com
A home for photography in the Kent Barns created by accomplished international curator-creative Cedric Gairard. Appointments ahead suggested.
A modern tavern in a beautifully restored former home, the Swyft-Bull House (built 1781), Swyft serves neapolitan style pizzas and small plates with top notch ingredients often sourced from Rock Cobble Farm nearby.
3 Maple St, Kent, CT 06757 (860) 592-0404 | orehillandswyft.com
Pop in for locally grown and locally made products along side an array of home design pieces. Woodford's General Store collaborates with local farms and regional markets to ensure the best offerings.
4 North Main St, Kent, CT 06757 (917) 224 4801 | www.woodfordsgeneralstore.com
If you’re intrigued by the books you see in Troutbeck’s shop, then head to House of Books, in a former public library building, our source and longtime partners in the printed word.
10 N Main St, Kent, CT 06757 (860) 927-4104 | houseofbooksct.com
You’ll be hard pressed to find a more impressive garden center. You’ll leave here longing for a property in Litchfield County to landscape with one of their experts.
30 S Main St, Kent, CT 06757 (860) 787-5068 | kentgreenhouse.com
One of severl art galleries at the Kent Barns, Craven Contemporary offers a curated collection of cutting edge contemporary artwork by some of the best emerging and established artists. Think Alex Katz, Michalene Thomas, Bruno Leydet, Alex Prager, and much more.
4 Fulling Ln, Kent, CT 06757 (646) 355-8142 | @cravencontemporary
Steps from West Cornwall's extraordinary c. 1864 covered bridge is this gorgeous restaurant newcomer with a lovely natural wine by the glass list, local sourcing and stylish atmosphere featuring work by local (and internationally esteemed!) artists.
34 Lower River Rd, West Cornwall, CT 06796 | thepinkhouse.com
This fantastic mountain, just 22 minutes from Troutbeck, offers 22 trails, ski school, tubing, uphilling, a ski shop with rentals and more. It also is where snow making was invented in the 1950s!
46 Great Hollow Rd, Cornwall, CT 06753 | mohawkmtn.com/
Thoughtfully curated collections can be found at Pinnacle. From clothing and jewelry to shoes, bags, and even athleisure, their selections offer something for everyone.
6 Bee Brook Road, Washington Depot, CT 06794 | thepinnaclect.com
Whether your coming in for fresh made food on premises or something to stock your pantry, Cornwall Market has an array of fresh fruits, vegetables, dairy, sandwiches, soups, pasties, and coffee!
25 Kent Rd, Cornwall Bridge, CT 06754 | www.cornwallmarket.com
Millbrook
Stylish bar-restaurant with an interesting wine list from a Via Carota alum. Brouse for antiques along Franklin Avenue (Millbrook's main drag) before dinner here.
3264 Franklin Ave, Millbrook, NY 12545 (845) 605-1570 | canoehillny.com
The spot to grab informal lunch, with thoughtfully made sandwiches and salads. The BLT with housemade mayo is one of life’s great simple pleasures.
3293 Franklin Ave, Millbrook, NY 12545 (845) 677-8602 | babetteskitchen.com
Tasty Italian-inspired dining, including woodfired pizzas in an appealing setting in the middle of town.
3279 Franklin Ave, Millbrook, NY 12545 (845) 677-4440 | barbaromillbrook.com
Café Les Baux — A traditional French bistro that serves classics such as salade frisée lardons, moules marinières, and steak frîtes.
152 Church St, Millbrook, NY 12545 (845) 677-8166 | cafelesbaux.com
Get transported to the Athenian Riviera at House of Stefas. This ambitious restaurant from locals of Greek descent with a long history of hospitality in our region features freestyle Greek cuisine in the ingredient-forward tradition of the Mediterranean, all in a transporting space inspired by greek mythlogy and the pursuit of pleasure.
3299 Franklin Ave Millbrook, New York, 12545 (845)-677-4888 | houseofstefas.com
A small shop on Millbrook's main drag that sells select clothing and accessories for women, men and the home, as well as great gifts for children.
3285 Franklin Avenue, Millbrook, New York 12545 (845) 453-0003 | junipermillbrook.com
An excellent book and toy store with a thoughtful selection, gifts, games and clever nicknacks.
55-57 Front St, Millbrook, NY 12545 (845) 677-5857 | merrittbooks.com
A local treasure: home to red pandas, lemurs, river otters, snakes, coyotes, birds of prey and more, rehabilitated and cared for by the students.
282 Millbrook School Rd, Millbrook, NY 12545 / (845) 677-3704 | millbrook.org/trevor-zoo-home
Modern sport clay shooting, hunting facility and fly fishing facility.
3047 Sharon Turnpike, Millbrook, NY 12545 (845) 677-9701 | Orvis Sandanona
Helmed by a former local who once raised her alpacas in Millbrook, Alicia Adams Alpaca offers everything from a hot water bottle cozy to a luxurious wrap all handmade out of alpaca.
3262 Franklin Ave, Millbrook, NY 12545 (845) 868-3366 | Alicia Adams Alpaca, Millbrook
Owned by lauded interior designer Jamie Creel, here you’ll find irresistible and expensive home accessories and antiques, or a gorgeous topiary at the adjacent Orangerie, a garden and home oasis.
3424 Franklin Ave, Millbrook, NY 12545 (845) 677-4505 | creelandgow.com
Innisfree is a quintessential American garden, offering a remarkable synthesis of Modernist and Romantic ideals with Chinese and Japanese garden design principles, the garden harmoniously blends elements of nature with a rare sense of economy and grace. Open seasonally.
362 Tyrrel Road, Millbrook, NY 12545 | innisfreegarden.org
Millerton
Our favorite place to shop in Millerton. The owners have a keen eye and there are always at least five one-of-a-kind items we covet on every visit.
25 Main St, Millerton, NY 12546 (860) 485-3887 | www.montageantiques.com
If you need chic outdoorsy clothing that you could wear to a bonfire (or a dinner party in Brooklyn), this is where you should shop. Don’t skip Westerlind Pantry in the basement, which has Swedish Fish Kolsovart and Pigvar, not to mention Kewpie mayonnaise and locally grown veg.
41 Main St, Millerton, NY 12546 (833) 793-9378 | westerlindoutdoor.com/pages/about
Covering all the coffee classics, Irving Farm sources all their coffee from small producers and hand selects freshly harvested lots.
44 Main St, Millerton, NY 12546 (212) 206-0707 ext. 44 | Irving Farm, Millerton
Our local movie theater is a state-of-the-art independent cinema with three high-tech digital screens on which first-run films, documentaries, cult classics and special program is shown. Dinner at Troutbeck and a move at Millerton Moviehouse makes for the perfect evening.
48 Main St., Millerton, NY 12546 | themoviehouse.net
A classic tea shop from the renowned Millerton-based tea company that also serves lunch.
13 Main St, Millerton, NY 12546 (518) 789-2121 | harney.com/pages/the-millerton-shop
Wonderful independent bookseller with excellent selection of children’s books, too.
26 Main Street, Millerton, NY (518) 789-3797 | www.oblongbooks.com/about-us
Antique, vintage and curated objects. Inventory ranges from gigantic pop art to exquisite miniatures along with furniture that is functional but fun.
21 Main St, Millerton, NY 12546 - (518) 789-2127 | www.hunterbee.com
Willa serves inventive, locally sourced dishes in a cozy atmoshphere.
52 Main St. Millerton, NY 12546 | willabar.com
From diner classics, such as patty melts and burgers, to more wordly offerings, such as pho and dumplings, Oakhurst has comfort food for everyone and plenty of options for children.
19 Main St, Millerton, NY 12546 (518) 592-1313 | oakhurst-diner.com
A wonderful rout to walk, rollerskate, bike or even skateboard. From Troutbeck, turn left onto Leedsville Rd, turn left onto NY-343 W, Turn right onto Sharon Station Rd, Slight right onto Harlem Valley Rail Trail.
Discover this 3.6-mile out-and-back trail near Millerton, New York. Generally considered a challenging route, it takes an average of 2h 13 min to complete. This is a popular trail for birding and hiking, but you can still enjoy some solitude during quieter times of day.
Sharon, Lakeville, + Salisbury
Consisting of the Sharon Audubon Center and the Emily Winthrop Miles Wildlife Sanctuary, it is a wildlife sanctuary of the National Audubon Society.
Sharon, CT. 325 Cornwall Bridge Road, Sharon, CT 06069 (860) 364 – 0520 | sharon.audubon.org
A gallery in Sharon, CT exhibiting contemporary artwork of emerging and mid-career artists curated by independent curators.
147 Main St, Sharon, CT 06069 (917) 627 3261 | standardspace.net
Located between Troutbeck and Sharon, Paley’s Farm Market is a great place to pick up plants and local farm-sourced food to bring a taste of the Hudson Valley home with you.
230 Amenia Rd, Sharon, CT 06069 - (860) 364-0674 | paleysmarket.com reopening spring 2025
An upscale Italian restaurant in the Lakeville's former fire station from the owners of Barbaro in Millbrook and Market St. in Rhinebeck.
9 Sharon Road, Lakeville CT 06039 (860) 596-1930 | fernlakeville.com
A longtime staple in Manhattan’s Chelsea neighborhood, the Le Gamin Sharon outpost serves comforting French classics, such as Salade Nicoise, Omelette and Croque Madame.
10 Gay St, Sharon, CT 06069 - (860) 397-5382 | www.legamin.com/sharonmenu
Classic New England ambiance with a warren of rooms and fireplaces galore make the historic White Hart Inn, in the heart of Salisbury, CT, a gathering place for locals and visitors alike (they have 16 guest rooms). The current owners have elevated the culinary offerings and there’s an impressive collection of art on the walls.
15 Under Mountain Rd, Salisbury, CT 06068 - (860) 435-0030 | whitehartinn.com
Sophisticated coffee spot with beans from local roastery and a wide array of housemade baked goods (savory biscuits, croissants, frittata)
17 Main St, Salisbury, CT 06068 - (860) 435-3005 | www.sweet-williams.com
Here you will find unusual gifts, gorgeous table linens, well-designed home accessories, and fresh flowers.
10 Academy St. Salisbury, CT 06068 | honeychurchhome.com
Open for racing since 1957, Lime Rock Park has played a key role in the rich history of American motorsports. It offers a 300-acre driver’s paradise that plays host to two professional race series annually.
60 White Hollow Rd, Lakeville, CT 06039 (860) 435-5000 | limerock.com
Stanfordville
With farm fresh items and curated pantry staples from further afield, Big Rock Market is a great place to pick up groceries on your way back to the city, edible hostess gifts or snacks to picnic with at Buttercup Sanctuary nearby.
6031 Route 82 Stanfordville, NY 12518 | bigrockmarketny.com
If you love the thrill of the search, Bowen Barn cannot be missed. Treasures are there, beneath and behind the enormous collection of antiques and bits and bobs. Bowen Barn is a classic upstate antique shop where designers find deals.
5911 NY-82 Stanfordville, NY 12581 | @bowenbarn
Antoine, proprietor of Stanfordville’s decidedly sophisticated wine shop, has curated Le Caviste’s selections for you. Let him suggest food pairings. French wines abound, of course, but there are international options, too.
5979 NY-82, Stanfordville, NY 12581 | lecaviste-ny.com
One of the loveliest walks nearby is found here, nestled beneath Stissing Mountain between Stanfordville and Pine Plains. Park and cross the street to hike toward the base of Stissing Mountain and look for resident Great Blue Heron, Bobolink, Wood Ducks and Great Horned Owl.
6862 NY-82 Stanfordville, NY 12581 | ny.audubon.org/buttercup
If obscure vinyl is your thing, then Not Donuts is your jam.
6063 NY Rte 82 Stanfordville, NY 12581 | www.notdonutsrecords.com/about
The most extraordinary jungle gym and play center in all the land with a toddler area, swings, all kinds of climbing, slides and even a zipline.
Stanford Recreation Center, 40 Creamery Rd., Stanfordville, NY 12581 | stanfordny.myrec.com/info/
Pine Plains
Owned and operated by English chef Clare De Boer of NYC’s King and Jupiter, Stissing House overflows with charm and style, both in the room and on the plate, where guests will enjoy plentiful, boldly flavored takes on tavern dining.
7801 South Main Street Pine Plains, NY 12567 | stissinghouse.com
Beloved resident restaurateurs Michel + Patricia Jean opened this gorgeous French restaurant that serves Provençale classics sourced from farms nearby in a room full of Hudson River paintings.
2938 Church Street Pine Plains, NY 12567 | @champetre.ny
Revered for their 100% grassfed meat and dairy, Chaseholm Farm has a farm shop that sells their exceptional products (do NOT miss their NIMBUS triple cream) and is loved as a community hub for their special events, burger nights, concerts, and Dairy Drag shows.
115 Chase Road Pine Plains, NY 12567 | chaseholmfarm.com
From chamber music to film screenings, The Stissing Art Center is a not-for-profit in a 1915 building that’s become a community hub for the arts. Check their events schedule to see what is happening.
2950 Church Street Pine Plains, NY 12567 | thestissingcenter.org
Design boutique, Demeter Home is a one stop shop for everything from flowers to art, antiques to ephemera, and a gift for any host.
2980 – 2984 E Church Street Pine Plains, NY 12567 | demeter-home.com
When owner Joan Osofsky (whose family started Ronnybrook Farm dairy in Pine Plains), founded Hammertown Barn in 1985, no one, including Joan could have imagined the country homeware and antique furniture shop that it’s become today with three locations including Rhinebeck and Great Barrington, in addition to the original Pine Plains mecca.
3201 NY-199 Pine Plains, NY 12567 | shop.hammertown.com