Wassaic Station/Harlem Line to Amenia to Millerton (Dutchess),10.7 miles; paved
Under Mountain Road to Taconic State Park & Orphan Farm Meadow (Columbia), 4.9 miles; paved
It’s a trail of two counties, totaling 15 paved miles in Dutchess and Columbia. Once the tracks of the old New York and Harlem Railroad, this rural route is a great all-day ride — or one you can do on two consecutive half-days. Savvy cyclists park a second car at the Millerton end so that they can hop behind the wheel and drive north to pick up the trail in Columbia County at Under Mountain Road, just off Route 22. Alternatively, it would take about an hour by bike, and involves riding on Route 22.
Begin at the Wassaic Station in the Metro-North parking lot. After 2.5 miles (15 minutes or so), take a detour to Mechanic Street in Amenia. You can’t miss the bright blue-painted Blueberry Hill Galleries, an estate sale service with a Tag Sale Shop for browsing. Turn the corner to the main drag (aka Route 343), where you can eat in or grab a to-go sandwich or panini at Back in the Kitchen.
Return to the trail and enjoy the scenic, almost 4-mile stretch from Coleman Station north to Millerton, with the Webutuck River and Ten Mile Creek running alongside. The raised, “pyramided” rail bed gives you nice farmland views as well.
At the Millerton terminus, check out a rescued circa-1858 Irondale Schoolhouse repurposed as a seasonal information center. Take a seat at the trailside picnic tables of the community center to enjoy your lunch or just take a breather. No picnic? Try the retro-styled Oakhurst Diner or Harney & Sons tea tasting room for world-class blends — hot or iced — along with sandwiches and soups.
If it’s a Saturday, enjoy the Millerton Farmer’s Market, a short walk up Main Street to Dutchess Avenue. Stop at Oblong Books and Music and The Millerton Antiques Center, with more than 30 dealer stalls. Remember to save some energy for the hour-long, almost 11-mile bike ride back, if you didn’t park that second car here.
Photo by Parks & Trails New York
Rested and raring to go — assuming you’re doing this all in one day and are buzzing around between trailheads by car — head to Under Mountain Road in Copake: Traveling along Route 22, it’s a distance of 8.6 miles (less than 15 minutes) from Millerton, if you parked a car there. Alternatively, it’s 20 miles (half hour) from the Wassaic Station, if you head back there to pick up your vehicle. Heed the signs for timber rattlesnake habitat and red foxes on this pretty path, and bear in mind that there will be a blip of dirt road for less than half a mile. Along the way, you’ll cross two streams and enjoy Catskills views.
Arrive at Taconic State Park at Copake Falls. (Plan B could be to camp in the park and rent a bike here at Bash Bish Bicycle.) If you’re famished again, visit Depot Deli right across the street. This former train hub serves cinnamon buns, sandwiches, and salads to go. Check out the working model Lionel railroad. Bash Bish Falls is only 1 mile by foot, just over the Massachusetts border, a nice side trip.
Follow signs within the park to Copake Iron Works Historic District, which operated from 1845 to 1903 and has its own museum. If time allows, take a dip at Ore Pit Pond (Memorial to Labor Day) followed by a beachside lunch.
It’s a short ride (1.2 miles) to Orphan Farm Meadow, which features a nice parking area with benches and an original rail marker to signal the completed trail’s end. Afterward, hightail it or meander back (30 to 60 minutes to Under Mountain Road). Collapse into the car, then treat yourself to a steak dinner at The Pond Restaurant in Ancramdale, or drive 15 minutes north up Route 22 for traditional Wienerschnitzel on the patio at Swiss Hutte Inn and Restaurant near the Catamount Ski Area/Adventure Park in Hillsdale.
Trail Info: http://hvrt.org
This spring, Dutchess County announced that it received a $3.5 million grant from the Federal Highway Administration to extend the Harlem Valley Rail Trail almost nine miles north from Millerton to Under Mountain Road. That means we should soon be able to ride the trail for 23 gorgeous, uninterrupted miles. Woohoo!
Photo by Parks & Trails New York
Blueberry Hill Galleries
Back in the Kitchen
The Irondale Schoolhouse
Harney & Sons
Millerton Farmer’s Market
Oblong Books and Music
Millerton Antiques Center
Taconic State Park Copake Falls
Bash Bish Bicycle
Bash Bish Falls
Copake Iron Works Historic District
The Pond Restaurant
Swiss Hutte Inn and Restaurant