The Craryville:

A quiet country ride in the foothills of the Berkshires

Cows, green-gold corridors of cornfields and a lavender farm decorate this picturesque tour of the Upper Hudson Valley’s heartland. One of my favorite rides.

Site icon of electric bike rider

Length: 14.5 miles

Elevation change: 1,344 feet

 

Nearby Towns: Hillsdale, Craryville

Begin and End: At the corner of Rodman Road and West End Road in Craryville, Columbia County.

 

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Sweet corn season had come and gone the first time I rode this loop in the Upper Hudson Valley. Fields were golden with the spent stalks, but dairy cows still lay in the fields, chewing their cud and enjoying the sunshine as the late autumn crickets sang.

This is a magnificent loop ride that you will want to return to. Tucked into the foothills, open fields and working farms share a backdrop of misty blue Berkshire mountains and Taconic hills. You’ll pass small hobby farms and backyard apple orchards, a hilltop graveyard and a poem etched in a roadside outcropping of marble.

If you love browsing books, bring a backpack in case you find something irresistable at Rodgers Book Barn. The timber barn crouches at the corner of Rodman Road and Pumpkin Hill Road. I’ll let Travel and Leisure describe it best:

“Rodgers has more than 50,000 items, including record albums in mint condition, crammed into every cranny of the place and guarded by a sleepy spaniel. Opened in 1972 at the crux of two never-traveled roads, the barn feels like a temple for America’s remaining readers, and the best place to spend a rainy country afternoon.”

But the real pleasure of this ride is those distant blue Berkshire foothills, backdrops to every bend in the road.  On this route, you should leave plenty of time to stop for a photograph or two — it’s just a gorgeous ride.

The Details:

Elevation change: 1344 feet up and down over the whole ride.

Direction: For best results, leave your car at the corner of Rodman and West End, and ride north up Rodman. Turn right at Pumpkin Hill, and follow the route in a counter-clockwise direction.

The Roads:

Where the roads are unpaved (mostly on Pumpkin Hill), they are well-packed. Most roads on this route are paved.

There’s nothing strenuous about this ride, but there are a few hills that your pedal-assist electric bike should handle well.

The only traffic you’ll see on this route comes at the halfway point, as you ease out onto Route 22 for a less-than-half-mile segment to the left-hand turn onto Hunt Road.

Afterwards:

Once you’ve finished your ride, you have plenty of eating options in this corner of Columbia County.

In Craryville, Random Harvest (1785 NY Route 23, Craryville) serves locally-sourced produce, dairy and bread products and fresh and frozen pasture raised meats. Pick up something before you head home, or grab a sandwich in their cafe — the sandwiches are creative and delicious. They also sell soups, wraps and salads.

You’re just a five-minute drive from Hillsdale, too, famous for its 3-day Falcon Ridge folk festival. But I like it for the little business district at the crossroads: an interesting and eclectic collection of shops, cafes and, now, the Roe Jan Brewing Company (32 Anthony Street, Hillsdale). At the crossroads, you’ll find artisanal ice cream at The Village Scoop, a coffee shop, gifts and cafes, plus (around the corner) the Hillsdale Diner.

Rodgers Book Barn, at the corner of two never-travelled roads in Craryville, New York.

More e-bike routes you might like:

Cyclist on stony cliffside, with wide blue sky in the background

The Minnewaska: A ‘Gunks Ride

Wide-open views of the Shawangunk valley, stunted pines clinging to cliffsides, pristine lakes and gently rising carriageways combine for the most spectacular ride in the collection.

A brilliantly colored forest road

The Steep Rock

This isn’t farm country, but rolling woods and dirt roads for miles. Streams and the Shepaug River flow under bridges at several turns, and in the fall, the rivers are lit from above by the golden leaves of massive sugar maples and yellow birch. 11.5 miles.

A brightly lit christmas tree in front of a large mansion at dusk.

The Garrison

Watch carefully for signs of the Revolutionary War — canon balls, milestones and markers — along this lovely wooded route in Putnam County. Bring the wide tires, and watch out for washboard rough roads.

Unpaved road through the woods in fall.

The Whitlock

A Mid-Hudson ride past country laneways, farms and horse pastures, with a sweet diversion to Millbrook Vineyards and Winery. Start at Whitlock Preserve, in Clinton Corners.

More e-bike routes you might like:

Cyclist on stony cliffside, with wide blue sky in the background

The Minnewaska: A ‘Gunks Ride

Wide-open views of the Shawangunk valley, stunted pines clinging to cliffsides, pristine lakes and gently rising carriageways combine for the most spectacular ride in the collection.

Spiky plants grow along a dirt road in the forest

Further Afield: Brendan T. Byrne State Forest

Late winter is the perfect season for this pine barrens adventure in Brendan T. Byrne State Forest. Unlike other pinelands routes, this one is mostly paved, but the roads through the forest and along the wetlands are remote and isolated.

A Weathered timber frame house along an unpaved road in the Western Connecticut countryside

The Macedonia: A Western Connecticut Ride

The Macedonia Brook tumbles alongside the start of this 16-mile ride in Kent, Connecticut. With plenty of hardpack and gravel, hybrid e-bikes are well-suited to the route.