Hudson Valley & Catskills Bike Tour
Couples, Friends & Solos
5 days
4 nights
Activity Levels 2-4
Premiere & Deluxe Hotels
Hudson Valley & Catskills Bike Tour
Couples, Friends & Solos
5 days
4 nights
Activity Levels 2-4
Premiere & Deluxe Hotels
2026: May-Oct
New York's Mountain Playground & Farm-to-Table Charm
Journey through quaint New England towns and serene horse farms, discovering this historic and captivating region. Their beauty has drawn artists and musicians for centuries.
Highlights
- Bike the rolling hills, woodlands, picturesque towns and meandering valleys of upstate New York
- Explore a region rich in history and culture, known for Woodstock, the legend of Rip Van Winkle and the Hudson River School art movement
- Marvel at superb vistas of the Catskills and postcard-perfect countryside, just a short trip from New York City
- Taste the local bounty—delicious fresh fruit, vegetables, cheeses, wine, beer and cider
- Stay in a brookside retreat with peaceful surroundings and a refurbished farmhouse that still has the best of its 1806 charm
Start/End Rhinebeck
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
Begin your journey in the Hudson Valley with a ride along the lovely Catskills and see for yourself why it’s drawn artists and writers for centuries • Take in breathtaking views of the mountains as you bike around Ashokan Reservoir, a fresh source of drinking water for New York City • Pedal past acres of farmland, orchards, green pastures and white church steeples • Explore the unique galleries, shops and cafés of legendary Woodstock, where “peace, love and happiness” still reign • Ride along the scenic Esopus Creek to the village of Phoenicia, a haven which many musicians and artists call home • Relax to the sounds of a rushing stream at our retreat.
Nights 1-2
With peaceful surroundings and a conscious, modern design, this contemporary boutique hotel sits tucked behind a waterfall beside a babbling brook and has attracted musicians, artists and even bootleggers in its time.
Days 3-5
Bike rolling hills sprinkled with apple trees, vineyards, flower gardens and remarkable homes • Cross the Kingston-Rhinecliff Bridge, an impressive architectural achievement that stretches across the Hudson River • Sip and swirl local varietals at a vineyard • Savor fresh farm-to-table cuisine and luxuriate at our stylish boutique hotel • Follow a section of the spectacular Harlem Valley Rail Trail, passing beautiful farms, woods and undulating pastures • Explore the Berkshires and the peaceful woodsy trails of Taconic State Park on foot • Ride through lush meadows and pastureland dotted with gorgeous horse farms.
Nights 3-4
Rest in this idyllic estate hotel on the eastern edge of the Hudson Valley, surrounded by 250 lush acres and sycamores planted in 1835. (pool, spa)
What's Included
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Dates & Prices
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