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Hudson Valley NY Bike Tour: Itinerary
Bicycling Vacation in New York's Hudson Valley
Day 1 Enjoy a welcome lunch in Hudson, NY. Ride to Olana, Frederic and Isabel Church's hilltop architectural masterpiece. Tour the mansion, and view exquisite Hudson River School artwork. Walk through the planned landscape of paths, carriage roads and gardens with sweeping views of the Hudson River. Bike back to Hudson and explore the town's varied architectural styles, and shops filled with antiques, home furnishings, fine artwork, beautiful fashions and more. Enjoy dinner at a top Hudson restaurant.
Cycling Mileage: 12
Day 2 Pedal through a spirit calming landscape of pastoral farmland, quaint villages and country lanes shaded by majestic maples. Visit an intriguing place with giant outdoor sculptures. Riders choosing the long option can visit the Old Chatham Sheepherding Co. to sample artisanal cheeses made fresh on the farm, then ride through Old Chatham, a charming and historic village. Return to the inn, then explore the Hudson River from the water while enjoying a narrated cruise with local wine or beer offered by your guides. Cruise past a historic lighthouse and scenic islands with views of the majestic Catskill Mountains. With luck, perhaps see one of the resident bald eagles. For dinner, choose among many excellent options from restaurants offering fine dining with world-class chefs to those with excellent casual food and live music.
Cycling Mileage: 35 or 53
Day 3 The Hudson Valley bike tour continues along the river to the impressive Clermont Estate, home to seven generations of Livingston's. Continue to Bard College and view architect Frank Gehry's eye-popping performing arts center. Pedal to Montgomery Place, Livingston's meticulously preserved country estate. Stroll through sprawling gardens, lawns and woodlands to find views of the Hudson and Catskills that are unforgettable. Stop for a rejuvenating hike at Poet's Walk to be rewarded with sparkling views high above the river. Arrive in Rhinebeck, a historic and sophisticated little town known for upscale shops, excellent restaurants and visual and performing arts. Don't miss the antique center in a historic barn right behind our inn! Enjoy dinner together at Rhinebeck's top-rated restaurant owned by a chef who is simply magnifique!
Cycling Mileage: 31
Day 4 Bicycle through a landscape of stately horse farms, fragrant orchards and lush vineyards. Enjoy lunch in picturesque Millbrook, then explore the town's fine antique shops if you like. Visit wineries set on hilltops offering wide valley and distant mountain views. Sample the award-winning vintages, some of which have graced White House tables. Return to the inn to relax, as travelers have done for about 240 years. Dinner is on your own with several fine options a stroll away.
Cycling Mileage: 26 or 44
Day 5 Pedal along the Hudson stopping at the opulent Wilderstein and Staatsburg mansions. Visit National Historic Sites including Springwood, the home that held FDR's heart and to which he always returned. The Vanderbilt Mansion is a truly remarkable monument to wealth. Explore the house, formal gardens and if you wish, walk along the bluffs above the river to Bard Rock. Eleanor Roosevelt's retreat, Val-Kill, exudes a peacefulness that belies it's role in shaping world history. Tonight, enjoy a superlative dinner at the renowned Culinary Institute of America.
Cycling Mileage: 23, 35 or 42
Day 6 Complete this remarkable journey by cycling back to Hudson, through fertile farmland and along ridgelines with views of the Catskill Mountains to the west. By the end of your Great Freedom Adventure through The Hudson Valley National Heritage Area, you will have experienced a wealth of natural beauty and cultural richness that few other tours can offer.
Cycling Mileage: 29
For another trip like this Hudson Valley bike tour which combines natural beauty, cultural interest and adventure, please see our bike, hike, and kayak adventure trip on Boston's North Shore.
Dates and Prices:
For the NY bicycling vacation details, dates and prices, please go the bicycle vacation details page.
Questions? Please contact us and we'll be happy to help.
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