Hudson River Valley Bike Tour – NEW!

6-DAY / 5-NIGHT BIKE TOUR – $2,995

June 2-7, August 25-30, September 22-27, September 29-October 4, 2019

Come enjoy our new tour in the Hudson River Valley, named as one of the top twenty must-see destinations in the world by National Geographic Traveler.

New York’s wide and beautiful Hudson River wends its way past small riverside villages, exquisite horse farms, wineries, and apple orchards and then carves a path past spectacular mountains and deep ravines. These are the awe-inspiring views and the gorgeous quiet vistas that inspired artists of the Hudson River School a century ago and the rural paradise that encouraged the Gilded Age millionaires to lavish their fortunes on creating magnificent estates along the banks of the river. Our new bike tour immerses you in all this. Starting in the handsome historic town of Rhinebeck, we ride peaceful roads and bike paths enjoying spectacular views, exploring woodlands and farms, and visiting the many small villages that make the area so special. We include visits to historic sites and many of the grandest mansions in the nation, including FDR’s longtime home at Hyde Park. You ride the Dutchess Rail Trail on a 1.3-mile pedestrian bridge high over the Hudson. Enjoy a wine tasting at a marvelous family owned vineyard and a visit to some of the oldest buildings in America that still line Huguenot Street in the college town of New Paltz. Our gentle riding takes us along the farmland and horse country that become the foothills of the spectacular Shawangunk Mountains, and, as always, we offer the more energetic riders scenic and longer daily options. As an added bonus, we are treated to a delightful dinner at the famed Culinary Institute of America. You enjoy all this while staying at two wonderful inns. The first two nights we are in the heart of Rhinebeck village in the Beekman Arms/Delamater Inn, the third night at the historic 185o House inn and tavern, and the last two we are guests at the luxurious Buttermilk Falls Inn and Spa, an elegant 75-acre 18th-century Estate located right on the Hudson.

Hudson River Valley Biking Tour Itinerary

SUNDAY  | Arrival Day  | Beekman Arms

Your tour begins on Sunday with a tour of the FDR mansion in Hyde Park. You can drive directly to the FDR mansion and then on to our inn, the Beekman Arms in Rhinebeck, and leave your car there for the duration of the tour. This tour is also easily accessed from New York City – via Amtrak from Penn Station on Sunday morning, and our leaders will be happy to meet you at the station in Rhinecliff. Check in is at the Beekman Arms, considered to be America’s oldest continually operating inn in America. The inn still retains the original wide plank floors, overhead beams and huge stone hearth that once greeted such luminaries as George Washington, Benedict Arnold and Alexander Hamilton. After settling into your lovely spacious room in the new “Courtyard” addition, you will want to take a leisurely stroll around the charming village of Rhinebeck, famous for its tree-lined streets, Victorian, Colonial and Greek revival buildings, boutique stores and gourmet restaurants. An always popular sight is the delightful 1844 Henry Delamater House, a classic example of American Gothic, with exuberant gingerbread woodwork making it seem like something out of an ancient fairy tale. Our evening begins with a wonderful dinner at the Beekman Arms followed by a get-together to go over the plans for the rest of your tour. Perhaps you will want to enjoy a nightcap in the Colonial Tap Room, a handsome pub that has been serving thirsty travelers for over 200 years.

MONDAY  |  Distance: 24 or 34 miles  |  Terrain: Easier with an Intermediate option | Beekman Arms

After a sumptuous breakfast at the Bread Alone Bakery, we begin by riding westerly along peaceful River Road to the shores of the Hudson and the hamlet of Rhinecliff. We take a loop to explore the campus of Bard College (a sister to Columbia University) whose 600-acre campus is a collection of several former grand estates and whose centerpiece is Frank Gehry’s acclaimed architectural sensation, the 110,000 square foot Richard B. Fisher Center for the Performing Arts. From here we follow country roads through the sleepy hamlets of Tivoli, Annandale-on-Hudson and Red Hook. A leisurely lunch in Red Hook is followed by several more miles of peaceful country riding before we loop back into Rhinebeck in time for you to take in some more sites while deciding on which of the many excellent restaurants you will choose for dinner.

TUESDAY  |  Distance: 20 or 26 miles | Terrain: Easier with an Intermediate option | The 1850 House

After breakfast in the inn’s beautiful greenhouse, we shuttle across the Hudson to the shores of the Ashokan Reservoir, one of the sources of NYC drinking water. A peaceful ride along this protected reservoir brings us past the Ashokan Center, famed for music camps and musicians, including the song “Ashokan Farewell” by Jay Unger, used in the theme for Ken Burns’ Civil War film. We head down to historic Kingston for lunch and then enjoy a rail trail ride to the small town of Rosendale to end the day’s riding. We will be staying at the historic 1850 House in Rosendale and enjoy a delicious dinner in their tavern.

WEDNESDAY  | Distance: 20, 32 or 50 miles |  Terrain: Easier with Intermediate option | Buttermilk Falls Inn

After another great breakfast, we’ll roll down the Wallkill rail trail to New Paltz NY, and explore the Huguenot Street National Historic Landmark District, a street boasting six fascinating restored houses dating from 1692. We can also explore some of the shops in this quirky college town and then continue on the new rail trail to Highland NY for lunch at the Gunk Haus, a famed restaurant with locally sourced German fare and great mountain views of the Gunks. Following lunch, you are treated to a lovely ride on the Dutchess Rail Trail, crossing high over the Hudson on a 1.3-mile bike/walkway that is the longest elevated pedestrian bridge in the world.  Energetic riders can do an optional out-and-back on the rail trail, or you can linger along the Hudson and explore Poughkeepsie. We’ll end the day with a shuttle or ride a few miles down the Hudson to the magnificent and historical Buttermilk Falls. Then get ready for a splendid dinner at the famous Culinary Institute of America.

THURSDAY  |  Distance: 27 or 34 miles  |  Terrain: Easier with Intermediate option | Buttermilk Falls Inn

Thursday’s ride takes us back to the Wallkill Rail Trail and along quiet country roads, passing miles and miles of fenced-in horse farms, apple orchards and vineyards. Among this valley’s many attributes, it is the oldest wine producing area in the country, and we treat you to a wine tasting at the local family-owned Robibero Winery. Our ride then leads us along the foothills of Shawangunks Ridge. Also known as “the Gunks,” these 300-foot high cliffs rate as one of the nation’s most popular rock-climbing areas, and the area gets much of its vitality from the hordes of (mostly) youthful rock climbers who come to test their skills here. Arriving in New Paltz, we have time to stop for lunch on this time through the town, with a wide variety of foods to select from. On the way back to our inn we will stop at Dubois Farm and perhaps sample their cider or pick some fresh apples, plums or pears to take back with us.

FRIDAY  |  Distance: 11 miles  |  Terrain: Easier  

Friday morning can be as leisurely or energetic as you wish. You can enjoy an easy pace, taking the chance to start the day off slowly and treating yourself to a fabulous country breakfast. Or, if you have more get up and go, our tour guides will lead you on a beautiful early morning bike ride through neighboring horse farms and apple orchards. All this is perfectly timed for you to get back to your room to shower before we say our goodbyes and transfer those returning to New York City to the Poughkeepsie train station, and all others back to the Beekman Arms in Rhinebeck.

Hudson River Valley Bike Tour


Make your reservation with confidence. Your tour is completely 100% refundable up to 60 days of the tour date.

reserveJune 2-7, 2019: $2,995
Reserve with $300 deposit

reserveAugust 25-30, 2019: $2,995
Reserve with $300 deposit

reserveSeptember 22-27, 2019: $2,995
Reserve with $300 deposit

reserveSeptember 29-October 4, 2019: $2,995
Reserve with $300 deposit

Final payment due 60 days prior to your tour (personal check, Visa, MasterCard, American Express or Discover)

Single Supplement Fee for Private Room: $750

Two Bed Room Fee*: $400

*There are no rooms with two beds at Buttermilk Falls Inn (although rooms with king size beds are available), so if you require two beds we need to reserve two separate rooms for you for those two nights. Unfortunately, this significantly increases our cost.

Cancellations: If you cancel your tour reservation, your cancellation fee will be determined as follows:

  • If you cancel 60 or more days prior to the start of your tour, there is no cancellation fee.
  • If you cancel between 45 and 59 days prior to the start of your tour, you will forfeit 50% of all tour payments.
  • If you cancel between 0 and 44 days prior to the start of your tour, all tour payments will be forfeited.



Since before the Revolutionary War, the Beekman Arms and Delamater Inn has welcomed guests to the beauty of the Hudson Valley. The property has operated continuously since 1766, retaining much of its colonial charm and character, while offering modern conveniences to guests seeking a historic vacation.

The 1850 House is a beautifully restored inn nestled between the Shawangunk and Catskill mountain ranges. It features stylish rooms, a tavern and a mix of modern and vintage furnishings.

Buttermilk Falls’ extraordinary 75-acre Hudson River Valley estate offers a remarkable selection of lodgings, a farm-to-table restaurant, an organic kitchen garden and orchard, a world-class spa, gardens, trails, and animal sanctuary. Numerous Hudson River Valley attractions are close by.

What’s Included

Entry fees, 5 nights’ lodging, 5 breakfasts, 4 dinners (you are on your own for dinner one night in Rhinebeck), 1 of the included dinners is at the Culinary Institute of America, wine tasting at Robibero Winery, guided tour of FDR homestead, all gratuities for accommodations and meals, detailed maps and itineraries, experienced guides, full van support, bicycle, and helmet. If you are coming via New York City, we will provide a free transfer from Rhinecliff train station to Rhinebeck and, at the end of the tour, a transfer to Poughkeepsie train station. Airfare is not included.


We are happy to provide you with a bike to use at no charge. Our bikes come equipped with a front handlebar bag, rear carrier, water bottle, mirror and flat pedals. Pedal cages and soft gel seat covers are available on request. We are also happy to put your own clipless pedals (pedals that attach to your biking shoes) and seat on your bike if you wish. Specific details and styles of bikes available in each location are indicated under each photograph below. The make of bikes provided varies by location.

Hudson River Valley Photo Gallery