Guide to the Best of Jeffersonville, NY

Stone Arch Bridge, Jeffersonville, NY

Stone Arch Bridge, Jeffersonville, NY


While Jeffersonville has long been a desirable destination for urbanites to discover the charms of country living, the business district is experiencing something of a renaissance. Its small-town feel is now buzzing with fresh energy as new eateries, boutiques, and creative businesses set up shop — reshaping the experience while keeping its easygoing pace and authentic vibe. There is a strong agricultural component to Jeffersonville, which is very much in evidence in its seasonal farmers’ market, its captivating round bales dotting the hillsides in fall, and tall stalks of corn greening patches throughout the town. This combination of rural charm and creative outlets makes Jeffersonville a go-to spot to eat well, shop thoughtfully, and find that perfect Upstate rhythm.

Food and Drink Scene

The Cabin serves up rustic comfort food in a cozy, welcoming atmosphere. Their hearty burgers, crispy wings, and homestyle classics make this spot a local favorite for casual dining with friends and family. Craving something sweet? Cuppie Cake Desserts is a sweet-tooth's paradise offering an impressive array of handcrafted cupcakes and pastries. Their custom cake and pastry services are perfect for special occasions or an indulgent treat after exploring town.For a fresh-baked fix, Jeffersonville Bake Shop welcomes visitors with the irresistible aroma of fresh-baked breads and pastries. Stop in for a morning coffee and croissant, or enjoy their selection of hearty sandwiches and homemade soups for lunch.

If you’re in the mood for a night out, Tavern on Main combines hearty pub fare with a lively atmosphere, featuring a picturesque beer garden perfect for summer evenings. Their Thursday trivia night draws locals and visitors alike for friendly competition and craft beers. For a true taste of local craftsmanship, Double D Sourdough elevates bread to an art form with specialty loaves in creative flavors like cinnamon sugar, blueberry lemon, and jalapeño cheddar. Aspiring bakers can take home a sourdough starter kit to recreate the magic in their own kitchens. Carousel ice cream is a great little place to stop for a cone, cup or milkshake made from delicious soft serve or hard ice cream!

Retail therapy

Vintage House takes you back in time with its carefully selected vintage clothing, furniture, and homewares, perfect for anyone with a love of nostalgia.

Sullivan Sundries tantalizes taste buds with premium meats, artisanal cheeses, and gourmet specialty foods sourced from local producers and beyond. Bloom Coffee (located in the same building) serves up expertly brewed coffee to kickstart your day. R52 Home icaptures Catskills aesthetic with unique home accessories that blend rustic charm with modern sensibility, offering pieces that evoke the region's distinctive character. Finally, Sullivan Mercantile showcases the talents of local artisans through custom home goods and furnishings that reflect the craftsmanship and natural beauty of the Catskills region.

If you’re on the hunt for something unique, Jeffersonville has plenty of local gems to explore. Ratty Books creates a magical world for young readers with thoughtfully curated children's literature and regular storytime events that bring tales to life. Check their calendar for upcoming readings and author visits. For vintage lovers, The Restore is an eclectic treasure trove filled with one-of-a-kind home décor and antique finds that’ll make any design enthusiast’s heart skip a beat.

Catskill Cycleworks, serves the region's cycling community with expert knowledge, quality bikes, and essential accessories. Whether you're a serious mountain biker or casual cruiser, their team ensures you're properly equipped for exploring local trails. For a spiritual journey, Solstice and Ash Mystic Shop, invites spiritual seekers to discover crystals, herbs, and metaphysical tools in a serene environment. Their workshops offer deeper exploration into various spiritual practices and traditions.

WHAT TO Do & See

For a truly immersive Catskills experience, Bridle Hill Farm, offers equestrian experiences through lessons, guided trail rides, and farm tours that connect visitors with these majestic animals while showcasing the stunning Catskills landscape. Wine enthusiasts won’t want to miss Terra, a unique, plant filled, spot offering wine tasting events and educational courses that dive into the world of wine. Their thoughtfully selected specialty home goods make perfect souvenirs or gifts to remember your visit. They also have fresh baked sourdough on select days that you won’t want to miss!

Catskill Outdoorsman, equips adventure seekers with quality rentals and expert guidance for fishing, hiking, and archery. Their regular archery events foster community among outdoor enthusiasts of all skill levels. They also have axe throwing, as well as other rotating events (all listed on their website!)

Stone Arch Bridge Park showcases a scenic three-arched 1880s stone arch bridge spanning the Callicoon Creek, the centerpiece of this 20 acre park offering peaceful walking paths, picnic areas, and historical markers detailing the region's past. Backyard Park provides a community gathering space with recreational facilities, seasonal events, and green spaces perfect for family outings or quiet contemplation. Visitors can fish in the East Branch of the Callicoon Creek or take a walk along the Worthington or Bridge trails. There is a playground and picnic area.