3-Day Hudson Valley Bicycle Tour

Walking & Biking Tours in Americas

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Tour description provided by Viator

Explore the beautiful Hudson Valley on your bicycle with easy access to and from New York City via Metro-North Railroad. This bike tour hits all of the highlights: beautiful scenery, waterfalls, swimming holes and plenty of local food and wine. Full vehicle support is offered: friendly staff will carry all of your stuff, pick you up if you get stuck or need help, and transport any wine you buy. Breakfasts and dinners are also included. You are able to drop-off your gear a few days before the tour so you don’t have to carry it with you while you ride. Then hop aboard Metro-North Railroad (discounted rail fare available) and enjoy an exciting 3-day ride!
Day 1 - 23.3 miles. Mostly flat rail-trail. Rolling hills in other spots.Start at the Wassaic Metro-North station which is located at the beginning of the Harlem Valley Rail Trail. This is a beautiful car-free trail that takes you through fertile farms and historic towns. A quiet rural road is also used in one area since there is a gap in the trail. The route is entirely paved and there are various services along the route, as well as historical markers which explain the history of this fascinating region. Lunch is “on your own”, but there are plenty of places to stop, including the quaint Village of Millerton.The trail ends at Taconic State Park in Copake Falls where camp is set up. Since you will likely have time before dinner, you have the opportunity to explore a lot of what this park has to offer. Highlights include a short hike to Bash Bish Falls, exploring the historic iron works or swimming in an abandoned ore pit. Once we are settled in, dinner is served in the park’s picnic pavilion, where will be doing a cook-out. Day 2 - 46.7 miles. Rolling hills.Day 2 starts with breakfast served at the campground. Then ride westward towards the Hudson River on back roads with very little traffic. This will be a longer and more challenging ride than Day 1, but you also have all day so you can take your time. Lunch is again “on your own” but you will have plenty of opportunities for breaks. Highlights include the historic Village of Red Hook as well as a potential swim at Lake Taghkanic State Park. After vaulting across the Hudson River on the Kingston-Rhinecliff Bridge, you can explore historic Kingston before turning south for the last few miles, winding along the Roundout Creek on your way to Rosendale.Rosendale is a town once known for its cement plant. Today it is better known as a local artists community featuring an interesting main street located in a steep valley. Live music is usually offered somewhere on any day.  Once again, dinner will be served at the campground.Day 3 - Choice of route, ranging between 19 or 41 miles. Mostly flat rail-trail. Rolling hills in other spots.Day 3 starts with breakfast. After we pack up, we ride up to the top of a massive train trestle…which is now the Wallkill Valley Rail Trail. After taking your pictures of the gorgeous valley beneath you, you’ll start riding south on this beautiful pathway. The shorter distances of Day 3 allow for time to explore. Those looking to ride the shortest route will get to experience the fantastic “Walkway over the Hudson”, an abandoned railroad trestle which was converted into a walkway that takes you to Poughkeepsie and the train home. Those looking to do a longer ride will have the option to add on a distillery tour, vineyard and wine tastings. (Additional costs apply)

What’s included

  • Camping accommodations
  • Breakfasts and dinners
  • Snacks, water and soft-drinks along the route
  • Vehicle support for any breakdown issues or if you cannot finish the ride
  • Rental camping equipment is available for an extra fee
  • Price includes NYS sales tax

What’s not included

  • Lunch is "on your own" for each day
  • Metro-North train fare. Round-trip train fare can be purchased at a discount for an additional fee of $30
  • Rental bikes are not included, but you may use your own bike


  • Multi-Day Trip
  • Small group ensures personal service
  • Flexibility to customize your itinerary to your own preferences
  • Breakfast included
  • Dinner included
  • Snacks and Beverages included