Sullivan County is in New York's Catskill region.

Cities

• 1 Liberty — the second-largest village and a major jumping-off point to the northern portion of the county, with motels and shopping.
• 2 Monticello — the county seat and home to the only Wal-Mart in the county, among other shopping opportunities.
• 3 Narrowsburg — a funky little town along the Delaware River slowly being revitalized by expatriates from the city.
• 4 Roscoe — center of the fly-fishing region, at the county's north end.

Understand

Geographically, Sullivan County isn't quite part of the two regions it's usually grouped in. While for many visitors it is synonymous with the Catskills, only two of the range's hundred highest peaks are in Sullivan, and it would be more accurately described as the southwestern foothills of those mountains. Other times, it's included as part of the Hudson Valley, although most of the county is in the drainage basin of the Delaware River, which forms its western border.

The county's main artery, New York State Route 17 (slowly being converted into Interstate 86), runs north-south through the center, with its two largest communities, Liberty and the county seat of Monticello, right along it. It also divides the county economically. Paradoxically, the half of the county to the east, more geared to tourism and in more wooded and mountainous terrain, is more developed and populous. West of Route 17, in the wider, sparsely populated valleys that flow down to the Delaware, the main business is dairy farming.

A little bit too far from the metropolitan area for a practical daily commute, the county's relationship to the city has been as a weekend and vacation spot. To talk about Sullivan County as a destination for travelers it's best to start by talking about its past, about the reasons people used to go there: the fabled Catskill Borscht Belt resorts. This era began in the early years of the 20th century, when Jewish emigrants from Eastern Europe looking for land to farm settled in this quiet rural backwater. In the summers, many of them started taking in fellow Jews who had settled in New York City as boarders. Shut out of other resorts of the era on account of their ethnicity, and wanting to keep kosher, these guests regularly returned to their mountain escapes from the crowded and hot tenements they called home.

Attendees at the Woodstock festival in 1969

Eventually some of these farms evolved into resorts, either by expanding their farmhouses into hotels, adding small bungalow colonies on the property or both. The resort owners strove to offer something for every member of the family. During the day there were games of "Simon Says" and mah-jongg, with Yiddish heard as often as English. At night, especially on weekends, there was the entertainment—many future stars of stage and screen honed their skills on this circuit, as tummlers on the stage telling jokes or musicians in the bands.

The Borscht Belt enjoyed its peak in the mid-20th century. The passage of the Civil Rights Act ended the discrimination that had fostered the resorts, and in an era of improved roads guests began staying for weekends rather than weeks at a time. The children and grandchildren of the early immigrants, more culturally assimilated than their parents and grandparents had been, preferred other ways of spending their leisure time. In 1969 they joined their fellow baby boomers at the Woodstock Music and Arts Festival, "3 Days of Peace, Love and Music", at Max Yasgur's dairy farm in Bethel, the largest gathering of people in the county's history.

Former site of the Concord

Today many of the larger resorts are in limbo—the Concord has been demolished, Grossinger's caught up between developers—and many of the smaller ones have vanished completely. That era is relived in movies like Dirty Dancing, Mr. Saturday Night and A Walk on the Moon. A summer Jewish presence remains in the Sullivan County Catskills, but it is primarily Orthodox Hasidim, as the hatted and wigged crowds on the streets of South Fallsburg and Woodbourne, the many small synagogues listed on the National Register of Historic Places, and the Hebrew lettering on signs at those bungalow colonies that still operate attest.

Sullivan's glory days are behind it, all in the county agree. But hopes persist that they could return, and they may finally be bearing fruit. The Woodstock festival site is now home to the 1 Bethel Woods Performing Arts Center, which hosts several major acts, including some that played the original festival, each year. Also coming up is the Veria / Z Living Wellness Center at the earlier Kutsher's Resort.

2 Monticello Casino Raceway draws in gamblers.

Another group of visitors that began coming in the early 20th century has, however, never stopped. In the 1890s Theodore Gordon, a young man from Pittsburgh, came to the Catskills to seek relief from his tuberculosis in the mountain air. Sullivan County may not have the Catskills' highest mountains, but as a result it is filled with lakes, and the streams that drain them. Gordon began fishing for their abundant trout, and writing about those efforts for various magazines of the era.

He had used wet flies, which he tied himself from an 1860s manual, as a lure. In the 1900s a British angler with whom corresponded sent him a batch of dry flys, meant to be floated on the water rather than sunk in it. The first American dry fly was cast into Willowemoc Creek above Livingston Manor late that decade, and American angling has never been the same since. Gordon spent the remaining years of his life adapting the English patterns to Catskill waters and developing many of his own to mimic the insects the various trout species in the waters had come to know.

Gordon succumbed to his illness in 1915, but others carried on his work, and both patterns and sections of the streams bear their names today. Anglers kept coming, and gradually the Catskill trout streams became a mecca of American fly-fishers. In 1979, President Jimmy Carter and his wife flew up to Roscoe for some master classes with the late Lee Wulff. After Wulff's death, the 3 Catskill Fly Fishing Center and Museum was established nearby.

Today the fly-fishers still come, their tan waders and vests as distinctive an attire to Sullivan County as that of the Hasidim. They're joined by other outdoor recreationists, too. Whether casinos get built or not, consider checking out this county's many lakes, streams, and woodlands.

Talk

While the Hasidic visitors who throng the streets of some villages in the summertime often speak Yiddish amongst themselves, they're all native American English speakers as well. So don't be apprehensive about talking to them if you need or want to, unless you have problems understanding a heavy Brooklyn accent.

Get in

For decades every visitor to Sullivan County has come by road, in a car or bus. There are, for now, almost no other alternatives, befitting this backwoods vacation haven.

By air

• 1 Stewart International Airport, 1180 First St, New Windsor, ☏ +1 845 564-2100. The closest commercial passenger airport to Sullivan County. It's about an hour's drive from there to Monticello. (updated Sep 2024)
• For private pilots, there's the county's only airport, Sullivan County International Airport, 100 North Street, Monticello (although actually in the town of Bethel), +1 845 794-3000. Its runways are long enough to handle the sort of chartered private jets that would be expected to come for a casino.

By train

• As with air travel, there is no direct passenger rail service to any destination in Sullivan County. However, the last three stops on Metro-North's Port Jervis Line (PJL), serving Orange County to the southeast, are not too far from the county line. 2 Middletown train station and 3 Port Jervis train station have both large parking lots and local taxi options; the former is close to Route 17 for quicker access to most points in Sullivan County. If you're headed to western Sullivan County, however, especially closer to the Delaware, however, Port Jervis is better situated.
  When traveling between Sullivan County and the city, some travelers skip the PJL altogether. They drive down Route 17 all the way to the Thruway, then exit where Interstate 287 splits off at the New Jersey state line and follow that state's continuation of Route 17 a short distance into Bergen County to the Ramsey–Route 17 station along NJ Transit's Main Line, the continuation of the PJL. Service is more frequent there and the large parking garage has affordable rates for multi-day parking. From Ramsey it's about an hour's drive to Monticello in good traffic conditions.
• The nearest Amtrak stop is Poughkeepsie. From there it's about an hour and a half drive. However, travelers headed for Sullivan County from trains along the east side of the Hudson would be well-advised to transfer to Metro-North's Hudson Line at that stop (if coming from the north) or Croton-on-Hudson (from the south) and get off at Beacon. That station's proximity to Interstate 84 makes for a more direct trip.

By bus

CoachUSA's Short Line bus service has a Catskill Mountain route, leaving New York City's Port Authority Bus Terminal several times a day for Sullivan County. Most trips terminate in 4 Monticello bus station, with a few going on to Liberty or Roscoe. Some routes also take short detours to popular destinations off the Route 17 corridor, like South Fallsburg, Sullivan County Community College or Monticello Raceway. If you're planning to get to Sullivan County without your own car, this is your best option.

By car

Route 17 near Liberty

New York State Route 17, referred to by older residents as the Quickway, is slowly being upgraded into Interstate 86. It is Sullivan County's principal connection to the rest of New York. It is designated as an east-west route, but in Sullivan it runs more north-south, directly through the center of the county. It serves as the county's spine and divided east from west. Liberty, Monticello and Roscoe are right along the highway. Grade intersections in the northern areas are being eliminated as part of the interstate conversion, to the detriment of small towns like Parksville that depended on the pull-off traffic which now bypasses the town completely. There's an exit serving almost every community along its length and many nearby.

If you come up from Port Jervis or neighboring areas of Pennsylvania, though, you may find yourself on New York State Route 42. The southern segment of this two-lane runs more north-south across the county, and intersectd Route 17 at Monticello. Then it becomes Sullivan's only commercial strip for a brief distance along the road to the Fallsburgs and Woodbourne, paralleling the Neversink River all the way up to its northern terminus at tiny Grahamsville.

A more direct approach from the east is New York State Route 52, another two-lane. From Ellenville, it heads through some relatively undeveloped woods to enter Sullivan County just east of Woodbourne, then climbs through Loch Sheldrake, past the community college campus to Route 17 at Liberty. In western Sullivan it loops to the north, taking traffic to White Sulphur Springs and Jeffersonville, the largest village on that side of the county, before crossing into Pennsylvania at Narrowsburg.

Route 55 at Neversink Reservoir

New York State Route 55 is the other east-west two-lane across the county. It follows the south shore of Rondout Reservoir into Sullivan County east of Grahamsville, then crosses the Neversink Reservoir spillway to the west. After meeting Route 17 and Route 52 at Liberty, Route 55 turns more due south, crossing some mostly rural areas and passing the hamlets of Bethel and White Lake on its way to Barryville on the Delaware River, with a crossing to neighboring Shohola, in Pennsylvania's Pike County.

Should you be starting from Port Jervis for a destination along the river, you will be taking New York State Route 97 through the scenic Hawk's Nest, site of too many car commercials, and then into Sullivan County where it serves every riverside community—Narrowsburg, Barryville, Cochecton and Callicoon, all the way up to Delaware County. Even if you're not going anywhere, it's a nice drive on a good day if you like the river scenery.

While it's really not a major part of the county's road network, slicing across its southern corner, U.S. Route 209 is a reasonably good shortcut to Sullivan County for travelers coming from far enough north to be able to get off the Thruway at Kingston. The expressway at that point soon ends, but traffic flows fairly quickly along the continuing two-lane past Rondout Creek to Route 55 at Kerhonkson and Route 52 at Ellenville, with the scenic Shawangunk Ridge a backdrop to the east. Route 209 enters Sullivan County proper just a few miles north of Wurtsboro, southern Sullivan's largest village, and its exit along Route 17. Should you be headed to that area from Port Jervis to the south, you'll also be following 209.

Get around

There is no passenger rail service to or in Sullivan County. 'Move Sullivan' is the county's only public bus system other than the limited 'Shortline' shuttle that services some towns and villages located in Sullivan County. The main Shortline depot is located in Monticello. Besides these services you'll likely be getting around by car or bicycle on the roads.

Route 17B

There are a couple of state highways entirely within the county. New York State Route 17B connects Monticello with the hamlet of Callicoon along the Delaware. Near White Lake it provides the easiest access to Bethel Woods and the original Woodstock festival site. New York State Route 52A, in western Sullivan County, shortens the trip from Callicoon to Liberty between the small hamlets of Fosterdale and Kenoza Lake.

Te county maintains an extensive numbered-route system of its own. Those roads are generally paved, signed and well-maintained regardless of where in the county they are. A local road map, such as those produced by Jimapco and sold in many convenience stores, will generally suffice to guide you around them.

See

• 1 Bethel Woods Center for the Arts (Hurd Road a half-mile N of NY 17B in the town of Bethel, E of the hamlet of White Lake), toll-free: +1-866-781-2922, info@bethelwoodscenter.org. In the mid-2000s local entrepreneur Alan Gerry realized a long-held Sullivan County dream of capitalizing on the Woodstock festival site's potential as a tourist draw. The original site, at the southeast corner of the intersection of Hurd and West Shore roads, has been left undisturbed and accessible. On the hill nearby is a modern amphitheatre that has hosted performances by everyone from acts that appeared at the original festival to symphony orchestras. The nearby museum is also a must-see for anyone wanting to better appreciate the cultural significance of the surrounding acres of what was once Yasgur's Farm. (updated Mar 2015)
• 2 Catskill Fly Fishing Center and Museum, 1031 Old Route 17, Livingston Manor (S side of Old Route 17 2 mi (3 km) from Exit 95 or 96 on Route 17/I-86), ☏ +1 845-439-4810, fax: +1 845-439-3387, flyfish@catskill.net. Apr–Oct: daily 10AM-4PM; Nov-Mar Tu-Su 10AM-4PM. Exhibits here are devoted to every aspect of fly fishing, with historic flies from the museum's extensive collection on display along with vintage bamboo rods and displays on Theodore Gordon and the others who made fly fishing what it is today while on the Catskill streams. They're changed regularly, so it's worth coming back. The museum's educational programs take advantage of its prime location on the banks of Willowemoc Creek, and offer something for everyone, from the novice to the seasoned angler and tyer who wants to explore rodmaking. free. (updated Mar 2015)
• 3 Minisink Battleground County Park, County Road 168, Minisink Ford (Follow signs from NY Route 97), ☏ +1 845-807-0261. 8AM-sunset. On July 22, 1779, Patriot militia from Orange County bent on avenging a raid on what is now part of Port Jervis were decisively thwarted at this hill overlooking the Delaware River by British forces under the command of the legendary Iroquois leader Joseph Brant. Many of the dead lay there for 40 years before their remains could be retrieved. Today the site of the only major skirmish in the Upper Delaware during the Revolutionary War is a park with a memorial, interpretive center and trails that makes for a nice outing. (updated May 2015)

Roebling's Delaware Aqueduct

• 4 Roebling's Delaware Aqueduct, Delaware River between Minisink Ford and Lackawaxen, PA (connects to NY Route 97 at Minisink Ford). A few of the 10 bridges crossing the Delaware River between Sullivan County and Pennsylvania are listed on the National Register of Historic Places. None are more historic than the unusually-shaped Roebling Aqueduct, built in 1847 to carry the Delaware and Hudson Canal over the river. Today it still carries vehicle and foot traffic; it's been designated a National Historic Engineering Landmark as the oldest wire suspension bridge in continuous use in the U.S. Designer John Roebling applied what he learned here to one of his later projects, the Brooklyn Bridge. Even if you don't usually go out of your way to see historic bridges, this one is worth your time. It's managed by the National Park Service as part of the Upper Delaware Scenic and Recreational River, and worth the detour. (updated May 2015)

Do

• Go fly fishing in one of the county's many streams famous for it—the Beaverkill, Willowemoc, Neversink or even the main stem of the Delaware if you're good enough (licenses from either New York or Pennsylvania). Novices can take a class at the Fly Fishing Museum or elsewhere; those with more experience can easily hire a guide or heed the advice of the clerks at the Roscoe fly shops and strike out on their own. Single-day fishing licenses are available at those locations for a reasonable fee.
• Drive up the Delaware along Route 97 (designated the Upper Delaware Scenic and Recreational River by the National Park Service). There are plenty of things to see and do, from quaint old villages with quirky shops to beautiful river scenery.
• Raft, canoe or kayak the Delaware. Most of the outfitters are along the more developed New York side anyway. You can either rent one for your own use or join a guided expedition. Either way, remember to wear a life jacket so you don't become one of the people who underestimate the river and drown in it each year.
• Hit the trails of the Mongaup–Willowemoc Wild Forest in the northern part of the county. Most of the Catskill Park's prime trail mileage is on other counties, but this large tract is a favorite with snowmobilers, skiers and snowshoers come wintertime. In the summer, the wide trails and gentle slopes make for easy hiking, especially with the vistas from Frick and Trout ponds.
• 4 Monticello Casino and Raceway, 204 Route 17B (2 mi NW of town - follow Broadway to Route 17B), ☏ +1 845-794-4100, toll-free: +1-866-777-4263. M-Th 10AM-2AM, F-Su 10AM-4AM. (updated Mar 2018)

Eat

• 1 Konrad's Kitchen and Grill, 2 Beaver Brook Road, Yulan (NW corner of intersection of county routes 21 and 33), ☏ +1 845 640-1652, konradskitchen@yahoo.com. M Th 5-9PM, closed Tu W, F Sa 5–10PM, Su 10:30AM–2:30PM. Locally popular eatery formerly known (and often still referred to as) the Crossroads due to its location. Open for dinner or brunch depending on the day of the week. Meat-heavy menu includes some German dishes, particularly as daily specials. $11-30. (updated May 2015)

Drink

If you're looking for a place to drink in Sullivan County outside the major settlements, be forewarned that the town of Neversink in the county's northeastern corner, where the hamlets of Grahamsville and Neversink are located, is one of New York's few remaining dry towns, with no bars or alcoholic beverage sales of any kind.

• 1 Back To Bakers, 184 Barryville Yulan Rd. (3 mi N of Barryville on County Route 21), ☏ +1 845-456-0256. W Th Su 5-9PM, F Sa 5-10PM. A bar many people come to for the food as much as the drinks. $11–30. 
• 2 BVH Sports Bar, 45 Barryville Yulan Road, Barryville (0.5 mi from NY 97 along CR 21, just E of CR 21A (River Road) intersection), ☏ +1 845 557-9903. W-Sa 5PM-midnight, Su noon-9PM. Wings voted the best in the Hudson Valley $11–30. (updated Jun 2015)

Stay safe

Driving on the county's back roads in the wintertime can be hazardous. The county maintains a more extensive portion of its surface road network than most other counties in the state, including parts of some of the highways designated as state roads. They are not always as regularly maintained or plowed as thoroughly as the major roads, and so you should be careful on them. Some local roads that go deep into the mountains or hills, offering spectacular vistas to those who know where to look or have studied maps carefully, are unpaved and (in some cases) signed as "seasonal limited maintenance"—in other words, not plowed or cleared between mid-November and mid-April. If you venture there in winter, do so in a vehicle with four-wheel drive. Some of these roads may also be allowed to carry snowmobile traffic.

In summertime, much of Sullivan County's recreational activities involve water. While most of the popular fly fishing streams of the county are not deep or fast enough to be potentially dangerous, anglers should take care in the main stem of the Delaware, where sometimes the riverbed can drop from wading to swimming depth without warning. If you are wearing waders there, be sure to secure the belt. This is even more important in the early and late season when the colder water poses a greater risk of hypothermia and it would be a good idea to have layers of wicking fabric on underneath.

Boaters should wear life jackets no matter what. Most of the area's annual drowning deaths take place on the Delaware, where visitors from the city and elsewhere with little or no boating experience underestimate the depth and swiftness of the river. But the county's inland portion is also rich with lakes, some of which are rather large and abut commercial areas where bar owners have built decks allowing easy access to patrons' watercraft. This hazard speaks for itself, so if you find yourself on one of these waterbodies on a weekend night, it is not enough just to make sure your life jacket is secure—you will want to keep an eye out for possibly intoxicated boaters elsewhere on the lake. (And, just like on land, taking the wheel of a boat if you've a had a few can result in your arrest.)

The woodlands of Sullivan County abound with deer, which draws hunters from many other areas, in addition to locals, during the late fall season. It's generally not the best time to go hiking, especially since there are very few publicly accessible protected areas in the county where hunting is not allowed. If you must during those times of year, wear blaze orange or other bright colors that distinguish you from any large game that may come into hunters' sights, and make noise while you do so to remove all doubt as to your humanity.

Go next

To the west of Sullivan County, just across the Delaware, are Pennsylvania's Pocono Mountains (geologically a lower-elevation continuation of the Catskills). Pike County, to the southwest of Sullivan, has higher-profile visitor destinations along or near I-84, such as the charming county seat of Milford, nearby Grey Towers National Historic Site, Promised Land State Park, and Lake Wallenpaupack. Wayne County, to Sullivan's immediate west, occupies Pennsylvania's northeast corner. It's even quieter and less developed than the adjacent portions of Sullivan County, if you really want to go somewhere out of the way for a while.

If you're looking for an equally quiet getaway but want to stay in New York, Delaware County, Sullivan's northern neighbor, is the place for you. The fly fishing remains superb on the lower Beaverkill, most of which flows through Delaware County, and the upper branches of the Delaware, both which drain two of New York City's larger reservoirs. Continuing northward you will find plenty of space to stretch out and relax in New York's least densely populated county outside of the Adirondacks.

East and northeast of Sullivan is Ulster County. The portions that border Sullivan are home to many of the Catskills' higher peaks and larger tracts of wilderness. Water sports enthusiasts can also find things to do at Ashokan Reservoir, the first the city built in the region. It's fed by Esopus Creek, which offers anglers a bigger-water experience than the Sullivan streams, along with the native wild rainbow population to go with it and large tracts of public access. Eastern Ulster is characterized by a belt of funky towns along or near the Hudson River—New Paltz, a college town used as a base for rock climbing trips in the nearby Shawangunks; Kingston, the county seat, where Dutch colonial stone buildings abut the state's oldest four-way intersection; and Saugerties, where expatriates from the city have brought a funky Brooklyn vibe to its resurgent downtown.

On the way down from Sullivan to the city, if that's where you're headed next, you'll pass through Orange County to the south and southeast. Generally flatter and more arable than Sullivan (with the exception of the Hudson Highlands region near the river), it's historically been more developed, which today means an increasing amount of exurbanization and subdivisions as commuters look for the best of both worlds (and cheaper housing) within a short drive of the outermost train stations that offer daily service to the city. Most traffic from Sullivan to Orange is headed for its shopping malls, particularly the Woodbury Commons outlet mall at the junction of NY 17/I-86 and the Thruway, a big draw for international visitors to the city as well. But you may also find the U.S. Military Academy at West Point, and the outdoor sculptures at Cornwall's Storm King Arts Center, worth a detour on the way.

Routes through Sullivan County

Elmira ← Binghamton ←	W  E	→ Middletown → Ends at
Elmira ← Binghamton ←	W  E	→ Middletown → Ends at
Port Jervis ← Milford ←	S  N	→ Ellenville → Kingston