Hudson Valley Bike Tours

The Hudson Valley is a region renowned for its natural beauty and history…
and it’s all there waiting for you to explore on your bicycle
with Gotham Bicycle Tours!

Private tours for small groups starting at $900 per group (price is per group, not per person)

The beautiful scenery of the Hudson Valley has long provided peaceful inspiration for those who have traveled through it for centuries. Now thanks to its quiet roads, farmstands, locally-sourced restaurants and historic sites, it has become a premier bike tour destination. Let Gotham Bicycle Tours show you the best of what this region has to offer! We know all the great spots for riding, swimming, farm-to-table dining and more.

You can experience the joy of riding in this beautiful region with a customized tour package of any length and duration. No matter what you are looking for, we can put a great Hudson Valley bike tour together for you after an initial consultation. Our overnight tours can feature a range of accommodations from luxury hotels to camping and you can choose how much you would like to ride each day. Or choose a day ride and get the same level of personal service, with all of your bags and equipment carried in our support vehicle while you ride.

Contact us to get started on planning your Hudson Valley bike tour adventure! We will respond within 24 hours to ask you about your preferences and then put a tour together for you. Based on that discussion, we would tailor a ride for your group that would include GPS navigation for all riders, carrying of all your gear as well as break stops set up just for your group with snacks and beverages. We can also arrange certain meals during your ride as well. And if your bike breaks down or you need help, we are always close by with our support van.

Check out a suggested itinerary below. For information about how our private tours work and pricing, please see our private tours page.

Example 3-Day Itinerary

Day 1: Harlem Valley

Choose routes ranging between 25 and 50 miles. Mostly flat rail-trail. Rolling hills in other spots.

A good launch point for the tour is the Wassaic train station which is located at the southern end of a beautiful bike path. It provides easy train access from NYC if you do not want to drive to the tour, or there is free weekend parking if you are driving. No matter how you arrive, you’ll have access to our support van to store everything you do not want to ride with, such as bags, equipment, etc. We will also provide you with snacks, energy bars and beverages to get you on your way.

Start your ride on a car-free rail-trail that takes you through the fertile farms and historic towns of the Harlem Valley, one of the smaller valleys that feeds into the Hudson River. Depending on the length of the ride you choose and where you would like to stay, you will need to ride on quiet rural roads in addition to this trail. No matter the exact route, you will ride though many beautiful landscapes. There are also opportunities to stop at a number of historic sites, farmstands and swimming holes. You can also do a short hike to a fantastic waterfall.

Day 2: Hudson Valley

Choose routes ranging between 35 and 60 miles. Rolling hills, mostly downward.

While Day 1, explored a smaller tributary valley of the Hudson River, Day 2 takes you over the ridge to the main part of the Hudson Valley where wide views of the river await you. The ride generally uses low-traffic back roads that try to avoid any steep hills. While the terrain is hillier on Day 2, the good news is that you are generally moving from a higher to lower elevation. So for every uphill climb you encounter, the downhill on the other side is much longer. So you’ll be spending more time riding down hills than up.

There are also many things to stop and enjoy on the day’s ride. You can visit historic mansions that are perched high above the river, or go for a swim in a beautiful lake. Explore historic downtowns with shops and farm-to-table restaurants. Or stop at a winery.

Depending on the length of riding you want to do and the accommodations you are looking for, we recommend riders stay overnight in either Rosendale, Kingston or Red Hook. We can recommend the right place for you, based on your interests.

Day 3: Wallkill Valley

Choose routes ranging between 20 and 50 miles. Mostly flat rail-trail. Rolling hills in other spots.

For Day 3 you will be back on more rail trails as you explore another valley that is tributary to the Hudson River. In addition to a lot of relaxed, car-free riding, you will also get to experience breathtaking views from two different train trestles which have now been converted into bike trails. Both of these trestles offer excellent opportunities for pictures.

Day 3 also offers the most choices if you are interested in visiting any local wineries, distilleries or breweries. You can make up to 5 of these stops and it is also possible for us to arrange a picnic lunch for you in some of these beautiful settings. There are also a number of historic sites you can visit as well, including one of the first Huguenot settlements in the Hudson Valley.

A typical ending point for Day 3 is Poughkeepsie, a city that is right along the Hudson River that has many great restaurants, including the famous Culinary Institute of America. Your entry into Poughkeepsie could be the grand finale of your tour as you experience the fantastic “Walkway over the Hudson”.

If you took the train to the bike tour, it is very easy to catch a train back to NYC via the Poughkeepsie train station. If you drove to the tour, we can shuttle you back to your car in Wassaic.

This was hardly my first time bike touring, but it was my first time with your tour and I highly recommend Gotham Bike Tours to anyone who wants to see the world by bike, whether experienced like me or a novice or somewhere in between. You went above and beyond what I would have expected to make the trip enjoyable and rewarding for all. It’s clear that you and Laura are in this first and foremost for the love of bike touring and to share that love with others.

Ken C., Manhattan