Race raging rivers, scale panoramic plateaus, fly through farmland, and meander past mountain towns. It only takes two hours to drive from New York City’s traffic-packed streets to the Catskills’ bucolic backroads. Exploring these scenic paths makes for an enchanting urban escape.
Choose between state-designated scenic byways and short backwoods excursions to see the best of the Catskills through your windshield. Whether you’re enjoying fall foliage, touring a vibrant village, or taking a cinematic camper-van vacation, these Catskills road trips do not disappoint.
While you won’t contend with much traffic, it’s still important to remain alert. Animal crossings are common—particularly at dawn and dusk—and police are known to set speed traps at the entrance to small towns. Roads are generally well-maintained and easy to navigate, but winter can create slick driving conditions; the best time to plan a road trip is between spring and autumn.
Shawangunk Scenic Byway
Best for fall foliage
Start and end in New Paltz; Distance – 88 miles; allow half a day
The Shawangunk Scenic Byway links a collection of backroads together like a charm bracelet. Historic towns, expansive parks, and sweeping vistas shine along the circuitous path as it slinks up the Shawangunk Ridge and descends into verdant valleys. The drive itself is best during autumn’s leaf-peeping season, but travelers can enjoy treasures hidden just beyond the byway year-round.
Four distinct sections of the byway create unique experiences: The Northern Loop, Route 44/55, the Southern Route, and the Wallkill Valley Loop. However, the Northern Loop offers the most action-packed drive.
This loop starts in New Paltz, a hippie college haven, then snakes toward the Mohonk Preserve on Route 299, where outdoor adventures abound. Turn right on Route 55 and navigate around a tight hairpin turn before entering Minnewaska State Park’s chestnut oak forests.
Expect to share the road with bikers in summer—cliff-top pull-outs make this an epic pedal-palooza. Upon reaching Route 209, take a right, and you’ll pass a series of local farms, including Kelder’s—a you-pick produce paradise that’s home to the third-largest gnome in the world.
Make your way to Route 213 and drive along the Roundout Creek toward Rosendale, a 19th-century cement industry town. Then, follow the Wallkill River on Route 7 as it curls back to New Paltz. Without stops, the entire trip takes roughly one hour.
Upper Delaware Scenic Byway
Best for cinematic scenery
Start – Hancock, End – Port Jervis; Distance – 70 miles; allow half a day
If cruising along the Upper Delaware Scenic Byway (Route 97) conjures images of fancy car commercials, you’re right on track: companies from BMW to Porsche often use a section of the road known as the Hawk’s Nest in their ads.
Navigating the squiggle between the Poconos and the Catskills might be the stuff of motorcycle fantasies, but you don’t have to be a backroad desperado to enjoy the journey. Charming towns dot the byway as it traces the Delaware River, giving road trippers myriad reasons to stop and explore.
Narrowsburg, with its chic boutiques and Americana Main Street allure, is a must-see. Grab a bite at the Tusten Cup and step outside to soak up the scenery. Meanwhile, Callicoon, located 20 minutes north of Narrowsburg, attracts visitors thanks to its quirky shops, tasty restaurants, and seasonal Sunday farmers’ market.
Several points along the byway offer river access, but the most popular is Skinner’s Falls, where white rapids attract daring kayakers and tubers on summer’s hottest days. For unobstructed river views throughout the entire drive, start in Hancock and travel south to Port Jervis along the Delaware’s eastern banks.
Catskill Mountains Scenic Byway
The quintessential Catskills experience
Start – Shokan; End – Andes; Distance – 52 miles; allow half a day
The Catskill Mountains Scenic Byway (Route 28) is the region’s “best of” list in road form: it breezes along babbling brooks, old-growth forests, and mountain passes while gliding through cozy hamlets. Without stopping, the drive takes roughly one hour. However, adventurous travelers should allow ample time to savor the hikes, farm-to-table dining, and scenic photo-ops along the way.
Start in Shokan, a tiny town located north of the Ashokan Reservoir’s cobalt shoreline, and drive west. Keep your eyes peeled for quirky folk art tucked into Brunel Sculpture Garden and the world’s largest kaleidoscope at Emerson Resort and Spa.
Enjoy a meal at Phoenicia Diner, where hipster flavor meets classic diners’ favorites, before driving past Slide Mountain Wilderness, home to the Catskills’ highest peak. Stretch your legs on the Panther Mountain Trail, located close to the byway, or plan a day trip to Belleayre Mountain for a cozy ski outing. As the road climbs north toward Andes, pause at the Palmer Hill Trail parking lot, and you’ll see the Catskill Mountains rolling toward the south like waves in the ocean.
The Ultimate Catskills Road Trip Itinerary
Best for long weekend getaways
Start and end in Kingston; Distance – 192 miles; allow 2-3 days
Make the most of a Catskills weekend by planning a road trip that encircles the entire region. This itinerary connects three scenic byways with trendy towns and Edenic diversions. The drive takes roughly 4.5 hours without stops, but breaking up the trip into two or three days is much more enjoyable.
Start in Kingston—New York’s first capital city—and follow Route 28 as it heads past the Ashokan Reservoir and along the Catskill Mountains Scenic Byway. Pause in Big Indian, home to a farm-to-table favorite, Peekamoose, and the bohemian Urban Cowboy Lodge.
Next, follow Oliverea Road (Route 47) into the Big Indian Wilderness toward Livingston Manor—an ex-Brooklynite enclave with boutique hotels and breweries. Then, continue on Route 52 toward Narrowsburg, the artsy darling of the Delaware River, and follow the Upper Delaware Scenic Byway south toward Port Jervis.
The remainder of the road trip is a straight shot along Route 209, which skirts the Bashakill Wildlife Refuge and becomes the Shawangunk Scenic Byway before returning to Kingston.
Mountain Cloves Scenic Byway
Best for natural wonders and epic hikes
Start – Palenville; End – Hunter; Distance – 41 miles; allow half a day
Cloves, a distinctive geographic feature of the Catskills, are clefts cut by waterfalls and rivers as they zigzag through the mountains. Thomas Cole, the 19th-century landscape painter and founder of the Hudson River School, immortalized their sublime beauty in his artwork, beckoning future generations to follow in his footsteps.
Today, the Mountain Cloves Scenic Byway follows the most dramatic of these clefts as they wind from creeks to peaks. Whiz past the earthly delights of the byway, and it’s easy to understand why Cole dedicated his life’s work to the region.
Route 23A is the byway’s main artery, but it also veers onto State Route 214 and County Routes 16, 18, 23C, and 25. To maximize the visit, consider exciting stops throughout the region and plan your itinerary accordingly.
For a tour of tiny mountain towns, start in Palenville, considered America’s first art colony. Then, head toward Tannersville—known as the Painted Village in the Sky for its colorful Main Street facades. Finish the trip in Hunter, a year-round outdoor recreation destination. Hikers should consider detours to Kaaterskill Falls, New York’s highest two-tier cascade, and the Hunter Mountain Fire Tower, where it’s possible to see Vermont’s peaks on clear days.
Swinging Bridge Reservoir Road Trip
Best backroad adventure with little traffic
Start – Mongaup Valley; End – Sparrow Bush; Distance – 20 miles; allow 1-2 hours
Find your inner Robert Frost by taking the road less traveled in Sullivan County. This trip, which connects Mongaup Valley to Sparrow Bush, follows a chain of residential backroads that pass the Swinging Bridge Reservoir, the Rio Reservoir, and the Mongaup River.
Plan to drive the road in summer, when sun-dappled cement sparkles under leafy trees, and you can roll down your windows to luxuriate in the country air.
The journey begins on Starlight Road, near Papa Luke’s pizzeria. Head south toward Swinging Bridge, a lake lined with luxurious summer homes, and continue onto Plank Road until you spot the quilt of lily pads atop McAuley’s Lake.
Bear right to stay on Plank Road, labeled as Route 44, and drive along an ambling stream for about four miles as it dives into the Rio Reservoir. Make a sharp right on Rio Dam Road and pause for a bird’s eye view of the reservoir tumbling into the Mongaup River. Then take a left on Knight Road, another left on Upper Mongaup Road, and within minutes, you’ll run into the Upper Delaware Scenic Byway.
Complete the trip by hiking along Mongaup River Trail, a two-mile adventure through hemlock forests. In this area, white-tailed deer outnumber people, and if you look up, you might glimpse a bald eagle soaring above the landscape.
Windham and the Durham Valley Scenic Byway
Best for visiting local farms
Start and end in Windham; Distance – 21 miles; allow 1-2 hours
If you ask a Catskills local for directions to the Irish Alps, they won’t send you to the Emerald Isle—they’ll send you to Durham. This pastoral region earned its nickname in the mid-20th century when folks with Erin-go-bragh gall started traveling here en masse for summer vacations.
Today, the Durham Valley Scenic Byway explores the Irish Alps as they descend from Mount Pisgah into valleys featuring rolling farmland and a fair share of Irish flags.
The byway doesn’t make for a straightforward trip; instead, follow a loop that starts and ends in nearby Windham, a winter ski destination. This easy half-hour drive is most splendid from summer through autumn, when farmers sell in-season produce from roadside stands.
Begin by heading north on Mitchell Hollow Road (Route 21) to Cunningham Farm. Make a right on Cunningham Road and pause at Hull-O Farms for a meet-and-greet with livestock worthy of an Old McDonald sing-along.
Then, follow Route 20 as it winds its way to Cornwallville, a hamlet of Durham, and take a detour to the Five State Lookout, located off Route 23. When the sky is clear, you can see the Hudson River Valley, the Helderberg Mountains, New Hampshire’s White Mountains, Vermont’s Green Mountains, Massachusetts’ Berkshires, and the Connecticut Valley. Return to Windham via Route 23, where you’ll pass the Elm Ridge Wild Forest, a 1,355-acre preserve with over 25 miles of multi-use trails.
