Exploring Backroads on a New York and Pennsylvania Motorcycle Ride

Upper Delaware River Watershed

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride
The snaking Hawk’s Nest section of New York Route 97 clings to rocky cliffs hundreds of feet above the Delaware River. It was a highlight of this New York and Pennsylvania motorcycle ride.

The Upper Delaware River Watershed encompasses thousands of square miles in New York and Pennsylvania, with hundreds of miles of serpentine roads rolling through forests, farmland, small towns, and historic sites. It makes for a superb ride, so I fired up my Kawasaki Vulcan and hit the road to explore it. 

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride

Scan QR code above or click here to view the route on REVER

From West Milford, New Jersey, I rolled north on smooth East Shore Road through state forest land and then along the sparkling shoreline of Greenwood Lake. With the morning sun twinkling through the trees and the cool, fresh air energizing me, I rode through the Black Dirt Region of southern Orange County, New York, a beautiful area of farmland renowned for its rich, black soil.

Cruising through Port Jervis, I wound through the Hawk’s Nest section of State Route 97, which is designated as the Upper Delaware Scenic Byway for 70 miles. This sinuous roadway is cut into the mountainside, offering excellent views of the Delaware River far below.

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Leaving the river behind near Pond Eddy, I climbed deeper into the watershed. I’m not religious in the traditional sense, but I love viewing unique churches. Two impressive ones grace the treelined State Route 41: Saints Peter and Paul Ukrainian Orthodox Church with its white facade and metal domes and the rustic log St. Volodymyr Ukrainian Catholic Church.

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride
Saints Peter and Paul Ukrainian Orthodox Church in Glen Spey, New York, stands as a citadel of hope.

From Glen Spey, I weaved through the wooded route to Eldred, where I blasted up scenic State Route 55 to Lake Superior State Park, a good place for a relaxing swim or walkabout. From there, I made a pilgrimage to Bethel, site of the famous 1969 Woodstock music festival where 400,000 people gathered for three days of peace and music. 

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride

No longer the rural field of Max Yasgur’s farm, it is now part of the Bethel Woods Center for the Arts. This concert venue’s museum honors the 1969 festival, and the original concert field has been preserved. A monument near the stage site memorializes the groups who performed there.

From Bethel, I blasted northwest on country backroads to the impressive Stone Arch Bridge Historical Park and then onto Roscoe for lunch at the Roscoe Diner. Next, I crossed the Beaverkill River, a tributary of the Delaware River. Both the Beaverkill and the Downsville covered bridges are off State Route 206, and riding a motorcycle through these wooden structures is a joy not to be missed.

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride
The Stone Arch Bridge, built in 1880, adorns its namesake park in Kenoza Lake, New York. It is as famous for its beautiful architecture as it is for a murder committed on the bridge in 1892.

Downsville is also home to the 15-mile-long, 5,700-acre Pepacton Reservoir on the East Branch of the Delaware River. State Route 30’s twisties follow the reservoir’s shoreline and then the snaking river. With my Vulcan purring and the afternoon sun reflecting off the water, I cruised SR-30 to State Route 17. In Hancock, I dropped my kickstand at the tidy Hancock House Hotel, which has a pub and a restaurant on-site, making it an ideal overnight stop for riders.

The next day, I fired up my Vulcan and savored the crisp air and deep blue sky as I rumbled over the river into Pennsylvania. State Routes 191, 247, and 370 roll through farmland and forest. On SR-370, I spotted a bear crossing the road – not an unusual occurrence in rural Pennsylvania. 

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride
This rural Pennsylvania road passes through the green pastures of a family farm.

Riding south on State Route 296 to Waymart is one of my favorite roads: smooth with a mix of farmland and forest on both sides. At Waymart, I crossed over U.S. Route 6 – known locally as PA Route 6 – which spans the northern part of the state and offers hundreds of miles of excellent riding opportunities.

At Hawley, I picked up a winding section of PA Route 6 and then followed State Route 590 to Lackawaxen, where SR-590 begins to parallel the Lackawaxen River, another tributary of the Delaware. It was a beautiful day, and I stopped to watch some kayakers on the river. 

Upper Delaware River Watershed New York and Pennsylvania Motorcycle Ride Favorite Ride
The author’s bike soaks up some rays as he explores a farm stand on Pennsylvania Route 296 near Waymart.

Crossing the Lackawaxen River, I stopped to rest at the Delaware Aqueduct, known as the Roebling Bridge, which was built in the mid-1800s and is the oldest existing wire suspension bridge in the U.S. Crossing the river here allows you to continue north or south on the Upper Delaware Scenic Byway. 

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