The Stone Arch Bridge Historical Park, just beyond Jeffersonville, frames a pastoral stretch of the Callicoon Creek with shaded paths and quiet picnic spots. Photo: Escape Brooklyn
EB’s Top 5 in Jeffersonville:
• Breakfast at Sullivan Sundries: Sullivan Sundries, a curated grocer in the heart of Jeffersonville, houses Bloom Coffee — a cozy counter serving espresso classics alongside seasonal specialties and fresh pastries. It’s become a neighborhood staple for slow mornings and mid-day pick-me-ups alike.
• Tour & Tasting at Seminary Hill: The fifteen-minute drive to Callicoon is well worth it when it comes to Seminary Hill. Be sure to RSVP ahead of time to join the weekly Tour & Tasting, which takes you through the orchard and cidery, followed by a guided tasting.
• Hiking the Tusten Mountain Trail: This moderate trail leads hikers through a wooded trail that features stunning views over the Delaware River. Just shy of three miles long, this hike features a handful of challenging terrain, but is suitable for hikers of varying skill levels.
• The Slug Wine inventory: Wine lovers can peruse this tiny shop’s inventory of wine and always find something new and different. After grabbing a bottle, head next door to Sullivan Sundries for provisions to pair.
• Proximity to North Branch: Jeffersonville is only a ten-minute drive from the thriving Catskill town of North Branch, which offers even more opportunity for indulging in the Catskills. Check out the Escape Brooklyn Guide to North Branch for shopping and dining recommendations.
Tucked into the Western Catskills just over two hours from New York City, Jeffersonville is a small Sullivan County village with an evolving spirit. Surrounded by farmland and forest, its main street has grown into a hub of independent shops, bakeries, and quietly ambitious dining. Weekenders come for the balance – a place where you can sip cider with a view, hike above the Delaware River, or spend an afternoon with alpacas.
It’s this blend of hands-on experiences and laid-back rhythm that defines a trip to Jeffersonville. From cider tastings to fiber farms and ridge hikes, it’s a Catskills destination that still feels grounded, with just enough momentum to make things interesting.
Read on for our guide to Jeffersonville, NY — including what to do, where to hike, and the best places to eat and drink.
What to Do in Jeffersonville, NY: Alpaca Farms, Hiking, and Cider Tours
A quiet afternoon scene at Buck Brook Alpacas, where soft hills stretch beyond the pasture and the Catskills rise in the distance. Photo: Escape Brooklyn
For those looking to stretch their legs, start with a visit to Tusten Mountain Trail in Narrowsburg. This moderately challenging loop passes through hemlock groves and along a rocky ridgeline before opening up to expansive views of the Delaware River. The trail is especially vivid during fall foliage season, when maple and oak leaves light up the hillside in reds and golds. For something less strenuous, the Stone Arch Bridge Historical Park sits just outside of Jeffersonville and offers a leisurely walk along the Callicoon Creek.
Alternatively, head less than 20 minutes north to Buck Brook Alpacas, a working farm where visitors can interact with friendly alpacas and learn about sustainable fiber production. The on-site shop offers handcrafted goods made from the farm’s own fleece, including scarves and felted soaps.
A scenic drive west brings you to Seminary Hill‘s cidery and Tasting Room in nearby Callicoon. Set on a ridge above the Delaware River, this orchard and cidery offers guided tours focused on orchard stewardship and traditional fermentation. Post-tour, settle in for a tasting flight – crisp dry ciders and aromatic blends served with sweeping views of the valley below.
On the way back to Jeffersonville, stop at Sullivan Sundries for local provisions and pantry goods. Just next door, browse the curated bottle selection at Slug Wine, which specializes in natural, low-intervention wines.
Where to Eat + Drink: The Best Bars and Restaurants in Jeffersonville, NY
Sullivan Sundries offers an elevated selection of cheeses and specialty groceries alongside other local businesses like Bloom Coffee and Slug Wine. Photo: c/o Sullivan Sundries
Jeffersonville’s small downtown is home to a growing collection of places to eat and drink. Start the morning at Bloom Coffee inside Sullivan Sundries, where Grizzly Bagels provides freshly baked bagels and breakfast sandwiches. Deli Cat, another pop-up housed in the same space, turns out hearty sandwiches and deli classics with a modern twist – ideal for laid-back lunches or takeout picnics.
For dinner, Toast shifts from its beloved brunch roots into something more refined. The menu is upscale but unfussy, served in a moody dining room made for lingering over cocktails. For something more low-key, The Cabin delivers pub staples and local draft beers in a lodge-style space, all wood paneling and stone hearth. Just ten minutes away in Callicoon, The Farmhouse Project’s Black Walnut offers a seasonal Mediterranean-inspired menu in an elegant but relaxed setting.
