My tour

Autumn along the Hudson


Hudson valley historic houses 1

Visit historic houses along the Hudson River and bike amidst the yellow, orange and red hues of autumn. Cycle on traffic-free country roads past immaculate horse and cattle farms. Experience and enjoy some Hudson Valley hospitality.

Recreational, Road bike
6 days
350 km / 217 mi
$ 2,095.-
  • Bike on peaceful country roads amidst the spender of magnificent fall foliage.
  • See and bike the longest pedestrian bridge in the world
  • Visit “Springwood” the magnificent historic estate of FDR on the banks of the Hudson.
  • Bike to the hilltop estate “Olana,” home of famous landscape artist Fredrick Church.
  • Visit historic country villages such as Rhinebeck, Germantown, Copake, Millerton and Kinderhook.
  • Deposit for this tour is $500.-pp



Recreational, Road bike
6 days
Easy = untrained, normal physical condition
Moderate = regular cyclist, good condition
Challenging = experienced, well trained
Guided = with cycling guide(s) - support van
Self Guided = individual - directions+maps
Daily distance
60-80 km / 37-50 mi
Total distance
350 km / 217 mi
Deluxe = 4-5 star hotel or excellent B&B
Basic = 1-2 star hotel/motel or B&B
Camping = tent, sports hall or campus
Deluxe, half board
Luggage transport
Daily luggage transfers
01 Oct 2023 - 31 Oct 2023
The 2023 price is a starting price, ask for a quote.
NOTE: Only available as a private tour with a minimum of 4 participants in one booking.

Between Oct.1 and Oct. 31. you can choose any date you like.
Rhinebeck (16.00)
Rhinebeck (12.00)
Rhinecliff Amtrak railway station. Transfer not included
Airport at start
Newburgh Stewart Int. Airport (SWF)
Airport at finish
Newburgh Stewart Int. Airport (SWF)

Prices *Please note the prices are subject to change depending availability*

Price per person / please note the prices are subject to change depending availability
The tour price per person
$ 2,095.-
hybrid bike rental
$ 150.-
road bike
$ 250.-
Single supplement
If you travel alone a single supplement is charged. With some group tours you can avoid a single supplement by sharing a room with another rider.
$ 450.-


Inclusive / Not Inclusive – lodging

Day 1:

We will meet in the lobby of the historic Beekman Arms at 4:00 pm, fit the rental bikes, and take a short ride around Rhinebeck. We will then meet in the library of the Inn at for cocktails and introductions, followed by dinner.

Day 2:

Today we bike to the Walkway/Bikeway over the Hudson in Poughkeepsie, the longest pedestrian bridge in the world. Then we bike to Hyde Park and visit the home of Franklin Roosevelt. Also, you may visit the Vanderbilt and Mills mansions. Those wanting to ride longer can enjoy the scenic trip to Schultzville and the Clinton Winery.

Day 3:

We will ride north along River Road through Bard College with optional visits to the Clermont Estate, Montgomery House and the Frank Gehry building at Bard. We will continue on country roads to the old towns of Tivoli and Germantown. We then bike north on quiet roads to Olana and the small city of Hudson. This historic town was once a vibrant center of shipping and whaling and is filled with architectural gems.

Day 4:

We leave Hudson, ride through farmland, cornfields, orchards, passing through gracious 18th and 19th century hamlets to arrive in Old Chatham, a wealthy rural area graced with stone walls, wonderful old cemeteries, and white churches. During our visit we check out the Old Chatham Sheepherding Co., the largest sheep dairy farm in the country. We then ride over to Kinderhook, a lovely old town filled with early, elegant houses. Here we visit the home of former President Martin Van Buren and the Columbia Co. museum. Then we pedal along the river and back to Hudson.

Day 5:

Today we bike south past beautifully preserved old barns, tree farms, the long black fences of horse farms and rolling hills dotted with fall color. We will bike north to Copake Falls where we can see the Copake Iron Works or hike to a waterfall. You can complete the trip to Millerton along a tree-lined bike path. For the final ride of the day, you can choose either a relatively flat route or a more challenging route.

Day 6:

After enjoying a delicious breakfast at the Inn in Millerton, we will transfer back to Rhinebeck or the Rhinecliff Amtrak railway station.

* This is a general itinerary. Tour itineraries are subject to change based on the group, available accommodations and other unforeseen circumstances such as the weather, local conditions, government intervention, that may affect the quality of the trip and/or safety of the participants. Please view this itinerary as an outline as to what to expect on this tour.


5 nights accommodations in unique inns and B&Bs.
Entrance fees for Springwood in Hyde Park, FDR’s riverside estate.
Entrance fees to Olana, the hilltop home of landscape artist Frederic Church.
Experienced guides familiar with the local area.
SAG (Support and Gear) Van to provide baggage relocation, mechanical support, snacks, fresh water, and “rest rides” as needed.
Cue sheets and maps with daily meetings to review route options and points of interest.

Not Included:

Bike rental.
Airfare is not included.
Night before and night after the tour.
Gratuities guides


Beekman Arms:
America’s longest continuously operating inn, the Beekman Arms first welcomed guests in the 1700’s and offers today’s guests charming  accommodations, pleasantly old fashioned, yet unobtrusively modern.  Steeped in history and a tradition of service, the Beekman Arms offers guests a unique experience during their visit.
St. Charles Hotel:
Over 139 years of charm and history greet you at this fine hotel. The St. Charles is nestled in the historic town of Hudson, New York. Warren Street with its abundance of antique shops, galleries, and specialty stores is just a short walk from the lobby.
Wake Robin Inn:
The Wake Robin Inn opened its doors in 1899 as a different kind of Lakeville landmark, The Taconic School for Girls.  Fifteen years later, it became an Inn.  Offering unique accomodations on a hilltop location, The Wake Robin is the destination for those seeking graceful lodging in the Connecticut Berkshires.

Map & Routes



road-hybrid-bicycle Hybrid ($150) or road bike ($250).
This website uses cookies to save your search preferences on this website, thereby improving your user experience. In addition, we place cookies for measuring and tracking visitor statistics. By clicking Accept, or continuing to use this site, you agree with this.