NY Empire State Trail: Hudson Valley Greenway

NY Empire State Trail: Hudson Valley Greenway

8 Day Inn Bike Tour

Tour Information

Date: 09/15/24 - 09/22/24
Meet: Troy, NY
Time: 2:00pm
Tour Price: $3590
Single Upgrade: $1000

In 2020, New York State unveiled the Empire State Trail, a 750-mile multi-use recreational trail that spans New York from Buffalo to Albany and from New York City to the Canadian border. For the first time ever, WomanTours is offering the corridor known as the Hudson Valley Greenway Trail, crisscrossing the scenic Hudson River from Troy to the Big Apple. Join us for a memorable bicycle tour that takes you via an interconnected series of community bike paths (and a few quiet roads) through gorgeous farmlands, lakes and forests, historic small towns, and the largest city in the United States, the Big Apple!

Watch a video about this tour here

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The tour is filled, but call us. We may be able to squeeze you in.





Mostly flat terrain on a mixture of paved trails (63%), crushed stone paths (13%) and quiet roads (24%). Some rolling hills. Moderate cycling level. Leisurely with an e-bike.

7 nights lodging, 7 breakfasts, 6 dinners, daily snacks, van support, luggage transfer, mechanical support, cue sheets and electronic GPS files, trained guides, and shuttle back to starting hotel and Albany airport at end of tour.


$195 for Specialized Vita hybrid, Specialized Sirrus hybrid or Cannondale Topstone 2 adventure road bike. $350 for Gazelle T10 Ultimate low-step e-bike or Specialized Vado step-thru e-bike.







Fly or take the train into Albany, NY and out of New York City. You can also drive to Albany, NY and leave your car at our starting hotel during the tour. At the end of the tour, we will provide a shuttle back to your car at our starting hotel or the Albany airport, arriving by 1:00pm. Or you can take public transport from our hotel in Yonkers to a train or airport in NYC.

Beth Orenstein

Beth Orenstein
Tour Leader

Amy Perillo

Amy Perillo
Tour Leader

Hudson Valley Bike Tour Itinerary

DAY 1: We start our tour with a rental bike fitting at 2:00pm, orientation at 5:00pm and then dinner together. Our hotel is in downtown Troy, which The New York Times praised as having “one of the most perfectly preserved 19th century downtowns” in the country, so if you arrive early, be sure to explore the historic district’s boutiques, art galleries, antique dealers and bookstores. The hotel is across the street from the Hudson River, our touchstone for the entire tour. 0 miles.

DAY 2: After a hearty breakfast at our hotel, we immediately meet up with the Hudson and cross it on the Green Island Bridge. Heading south on the Empire State Trail (EST), you’ll see the Albany skyline and the New York State Capital, a breathtaking example of Renaissance Revival architecture. 

After crossing the Hudson a second time, we ride along a former trolley line where cars traveled up to 60 mph until 1929. The Albany-Hudson Electric Trail, as this stretch of the EST is called, leads to horse farms and small lakes, then old mills and the scenic Stuyvesant Falls.

The small city of Hudson, once a hub for the whaling industry, welcomes us with a stunning outline of the Catskill Mountains. Take time to stroll the city’s downtown, full of galleries, antique shops, and boutiques. Our hotel is right in the middle of it all. 46 miles, +1623’/-1625’.

DAY 3: It’s a day with a little bit of trail and a lot of country roads, with apple orchards, miles of stone walls, handsome barns and charming small towns.

We cross the Hudson once again via the Kingston-Rhinecliff Bridge, offering dizzying views of the Hudson and surrounding hills. Kingston, our home for the night, played an important role in the abolitionist movement. It is where the once enslaved Sojourner Truth fought to rescue her son, who was illegally sold out of state. Fearless in a courthouse, Truth won this case, as well as two more in her lifetime. We ride through a new state park named in her honor as we enter the historic city of Kingston. 40 miles, +1718’/-1592’. 

DAY 4: Be camera-ready when you ride, as today’s route has some killer views. The bike trails today are fantastic, taking you first past caves and kilns where natural cement was mined and cured. Rosendale cement was recognized as the best natural cement in North America and was used to build famous structures such as the Statue of Liberty, the Brooklyn Bridge and the U.S. Capitol Building.

Before we reach the outdoor adventure mecca of New Paltz, we come upon a beautifully preserved French Huguenot settlement dating back to 1678. Huguenot Street, lined with handsome stone houses, is the longest continuously inhabited street in the country. It’s worth time off the bike to explore. 

Finally, for a more leisurely view of the Hudson, take time to ride (slowly) across the famous Walkway over the Hudson, a 212-foot-tall steel cantilever railroad bridge that has been converted to a pedestrian/bicycle park. The Walkway takes us to our overnight destination of Poughkeepsie. 30/35 miles, +1084’/-1069’ for longer option, +890’/-875’ for shorter option.

DAY 5: Wetlands and tiny lakes dot the landscape of today’s ride, giving it a pleasant wilderness vibe. Take some time to visit the Hopewell Depot Museum and learn about the region’s railroad history. We will spend the night in Brewster. 38 miles, +1525’/-1199’.

DAY 6: As you start the day riding on woodsy trails, you will find it hard to believe that you are less than 75 miles from the Big Apple. Crossing over the New Croton Reservoir, one of New York City’s water sources, you enter the Kitchawan Preserve, which served as a research station for the Brooklyn Botanic Gardens until the late 1980s. In late spring the area is a magnet for migrating birds and butterflies. Our last overnight before New York City is Yonkers, the state’s fourth largest city by population. Dinner is on your own. There are several choices within walking distance of the hotel, or take an Uber or taxi into town. 49 miles, +1766’/-2106’.

DAY 7: Big Apple, here we come! From here on out, it’s a bustling and vibrant urban biking experience, and while you’re on trails the entire way, the bicyling traffic is brisk and there are many intersections with vehicular and pedestrian crossings, so bring your best defensive cycling skills along.

After a short jaunt through the Bronx, we enter Manhattan, with stunning overlooks of the George Washington Bridge and the New Jersey Palisades. We pass Little Island and Battery Park with its wonderful view of the Statue of Liberty. Our final sightseeing stop is at the 9/11 Memorial and Freedom Tower.

We will take the subway and train back Yonkers and celebrate our monumental journey at a final farewell dinner. 23 miles, +629’/-784’.

DAY 8: You are free to leave at your leisure or take the WomanTours shuttle back to our starting hotel or the Albany Airport, arriving by 1:00pm. We hope you had a fabulous time! 0 miles.