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
$ 1,995.-
  • Excellent meals (all breakfasts, 4 dinners).
  • Snacks and drinks during the day.
  • Historical and unique accommodations.
  • Including all entrance fees (museums, mansions, etc.)
  • Guides are experienced facilitators and regional experts.
  • Option to shorten or extend the daily distances.
  • Night before and after the tour not included.
  • 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
04 Oct 2020 - 09 Oct 2020
2021 dates and prices are not available yet.
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)


Price per person
The tour price per person
$ 1,995.-
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.-


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.

Map & Routes



road-hybrid-bicycle Hybrid ($150) or road bike ($250).
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