Jeffersonville, NY.

Food and Drink.  

Start your day with a latte from Bloom Coffee, a sleek café serving specialty brews and pastries. At Toast, a cozy café and bar celebrated for its locally sourced comfort food with a seasonal menu that makes it a favorite for brunch or evening gatherings. For something sweet, Cuppie Cake delights with homemade cupcakes, cookies, and custom desserts in a whimsical, pastel-filled space. Carb lovers shouldn’t miss Jeffersonville Bake Shop, a family-owned bakery crafting artisanal breads and buttery pastries, plus delicious sandwiches and soups for lunch in a cozy atmosphere. Sourdough enthusiasts can check out Double D Sourdough for crusty, fermented loaves sold at local markets. At dinner, Tavern on Main offers a rustic gastropub experience with elevated pub fare, craft beers, and live music with outdoor seating while The Cabin serves hearty dishes in a warm, rustic setting.

Shopping.  

Jeffersonville’s shops are a treasure trove for unique finds. Sullivan Sundries is a cheesemonger, charcuterie counter, and specialty foods shop (Bloom Coffee lives here). Go thrifting at ReStore for furniture, art, and everything in between, and The Vintage House , a consignment boutique offering stylish vintage finds. Second Spin is the local spot for vinyl records and bookworms will adore The Book-Mark, an independent bookstore with a well-curated selection of rare and collectible books. Just a short drive to Youngsville, Domesticities & The Cutting Garden offers vintage furniture and quirky collectibles along with locally made goods including furniture, pottery, and art.

Everything else.  

Outdoor adventures abound here – get a new awesome bike or have your current bike serviced at Catskill CycleWorks. Want to get into archery, fishing, or hunting? Gear up at Catskill Outdoorsman who also offers archery lessons. Bridle Hill Farm invites riders of all levels to explore scenic trails on horseback. Stroll the trails of Stone Arch Bridge Park, a serene park featuring a 19th-century stone bridge that also includes picnic areas and fishing on Callicoon Creek.

Just a short drive away in Bethel, the Bethel Woods Center for the Arts sits on the historic site of the 1969 Woodstock festival. This sprawling cultural campus hosts world-class concerts, festivals, and events in an open-air pavilion surrounded by lush hills. Adjacent to the venue, The Museum at Bethel Woods immerses visitors in the story of the 1960s, with interactive exhibits celebrating the music, social movements, and legacy of Woodstock. Together, they offer a vibrant blend of live entertainment, history, and nostalgia.

Jeffersonville’s blend of natural beauty, creative spirit, and welcoming community makes it a Catskills destination worth exploring—and returning to.