Hudson Valley & Catskills Bike Tour

New York's Mountain Playground & Farm-to-Table Charm

Journey through quaint and eclectic New England towns and serene horse farms, discovering this historic and captivating region. Their beauty has drawn artists and musicians for centuries.

5 days, 4 nights
Deluxe Hotels
4 nights, Deluxe Hotels

Learn more about where you'll stay.

Activity Levels 2-4
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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Couples, Friends & Solos

This trip is for:

  • Couples, Friends & Solos – Adults 18+

From $3,899 - $3,949/person

+8.125% Sales tax

Snapshots from the Trip

Trip at a Glance

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 the scenic beauty of the Catskills and tranquil 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

Sample itinerary. Trip details may vary by departure.

Start Rhinebeck Airport & Travel Details

Description
  • Begin your journey in the Hudson Valley with a ride through the lovely Catskills and see for yourself why it’s drawn artists and writers for centuries
  • Take in sweeping 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, quirky 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.
Accommodations
Woodstock Way

(Deluxe Hotel, 2 nights)

Nights 1-2

Woodstock Way
Woodstock

Deluxe Hotel

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.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Description
  • Journey over the Kingston-Rhinecliff Bridge, an impressive architectural achievement that stretches across the Hudson River
  • Bike rolling hills sprinkled with apple trees, vineyards, flower gardens and remarkable homes
  • Sip and swirl local varietals at a vineyard
  • Savor seasonal cuisine and unwind at our elegant, historic inn
  • Follow a section of the spectacular Harlem Valley Rail Trail, passing beautiful farms, woods and undulating pastures
  • Explore the foothills of the Berkshires and the peaceful woodsy trails of Taconic State Park on foot
  • Ride through lush meadows and pastureland dotted with gorgeous horse farms.
Accommodations
The White Hart

(Deluxe Hotel, 2 nights)

Nights 3-4

The White Hart
Salisbury

Deluxe Hotel

This picturesque inn on the village green of historic Salisbury was originally built as a farmhouse in 1806 and still has its original charm.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

End Rhinebeck Airport & Travel Details