In Progress. Registration Opens January 5th, 2027. 9am (EST)
Intro: First and foremost, please read our Cancellation Policy. Also, this is technically a "digital download" purchase as my website either needs physical inventory, or its a digital download (a tour is neither). Feel free to ignore download link that will be sent.
This trip was sort of born out of our 2025 Swimming Hole Tour that traversed this region.
Tour Description: Our Columbia County Tour is a perfect example of our new Medium Salsa format—a fully self-supported bike camping trip with manageable mileage, plenty of time to enjoy the places we’re riding through, and just enough adventure to keep things interesting. Over four days we’ll ride from the end of the Metro-North line at Wassaic north into Columbia County before turning west and south toward the Hudson, linking long stretches of the Harlem Valley and Dutchess Rail Trails with quiet country roads through some of the best farmland in the Hudson Valley.
Along the way we’ll pass through small towns, rolling farm country and classic Hudson River communities like Germantown, Tivoli, Red Hook and Rhinebeck, camping each night in New York State Parks. The riding changes character from day to day—easy railroad grades, open agricultural valleys, wooded back roads and river towns—but stays comfortably under 50 miles per day. We finish in Poughkeepsie, where Metro-North takes us straight back to the city.
Why this Tour is Attainable:
Under 50 miles per day
Lots of flat, traffic-free rail trail
Frequent towns and resupply stops
Why this Tour is Challenging:
Fully self-supported with camping gear
Rolling hills on country roads
Four consecutive days of riding
Years Run: New For 2027!
Group Size: 24
GPS Maps: Columbia County Tour
Interactive Map: In-Progress
Ride Sheet: In-Progress
Notes for Beginners: Every Tour that we run has beginners; either people new to camping, new to loaded bike riding, or new to combining these together. This is a learning/teaching environment, where the support of the group will get you through. To get ready for the trip physically, see these Training Suggestions.
2027 Itinerary:
Day 1: Sat, September 25. (9:00am). Wassaic, NY to Copake Falls, NY (24 miles)
Day 2: Sun, September 26. Copake Falls to Lake Taghkanic State Park (44 miles)
Day 3: Mon, September 27. Lake Taghkanic State Park to Mills Norrie State Park (44 miles)
Day 4: Tues, September 28. Mills Norrie State Park to Poughkeepsie (30 Miles)
See Ride Tables (with elevation and mileage)
Logistics: In-Progress
Previous Tour Images: New For 2027!
Previous Tour Videos: New For 2027!
Notes: In-Progress
Links: