Discover by Bike
Each week, I host a laid-back group ride—either Friday evening or Saturday morning. I’ll post the planned route with a map every Wednesday. These are fun, no-drop rides—whether on gravel, road, or mountain bikes—keeping everyone together as we explore the best of the Hudson Valley and Catskills. Rides will start from different spots: sometimes from my Gardiner or Highland office, sometimes from a random gem to showcase the region. You’ll find the routes, GPS files, and maps right here—and I’ll also announce everything on my Instagram, TheHouseOfJurgen. Come ride, explore, and maybe even spot your future home!
May 23rd 10:00 am - Minnewaska 35 mile Gravel Ride
Starting from the Hudson Dwellings Realty office at 10:00 AM next Saturday. This is a casual no-drop gravel ride with a mix of dirt roads, gravel, quiet pavement, and some scenic Hudson Valley terrain. Expect a social pace with regrouping as needed.
MTBs, gravel bikes, cyclocross bikes, and e-bikes are all welcome. Road bikes are not recommended for this route. Nobody gets left behind.
Bring water, snacks, flat repair gear, and a good attitude. We’ll roll out promptly at 10:00 AM.
Route + GPS:
Ride With GPS Route
Ride With GPS offers turn-by-turn navigation and downloadable offline maps if you want to load the route beforehand.
May 16th 10:00 am - Minnewaska Gravel Ride
This weekend’s Discover by Bike will be mostly on gravel roads in Minnewaska. We’ll start from our Hudson Dwellings office in Gardiner, right across from the Brauhaus. It’s a relaxing 20-mile ride with about 2,000 feet of elevation gain. This is a no-drop ride—start together, ride together. You can meet us at the office at 10 a.m. or at the Trapps Bridge by 10:15. Gravel or mountain bikes are ideal—no road bikes preferred. We hope to see you this Saturday! Click the link below for the GPS route.
May 8th 5:00 pm - Kingston NY MTB Ride
🚴 Discover by Bike: Kingston Single Track
Join us for this week’s group ride as we head into the woods of Kingston to tackle the Jockey Hill trails. This is a technical mountain bike excursion—leave the gravel bikes at home for this one!
📍 The Details
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When: May 8th | 5:00 PM Start
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Where: [Click Here for Starting Point]
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Distance: 11 Miles
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Elevation: ~720 ft gain
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Terrain: Intermediate to Difficult single track
🗺️ The Route
https://ridewithgps.com/routes/55011429
We’ll be riding all the way out to Pickerel Pond on the far side of Murray Hill Road. The route is an out-and-back featuring a "lollipop" loop at the far end to keep things interesting.
⚠️ Important Notes
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Bike Choice: This is a Mountain Bike ONLY ride.
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Strictly No Gravel/Drop-Bar Bikes: The technicality of the Jockey Hill single track requires appropriate suspension and geometry for safety and flow.
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Difficulty: Expect challenging terrain and technical features.
May 1st 5:00 pm - Highland NY Road Ride
Discover by Bike — Highland, NY Ride
This week’s Discover by Bike ride starts right in Highland (Hudson Dwellings Office) and heads out on a mix of quiet backroads that really show why this area is so good on two wheels.
We’ll roll out at a relaxed, no-drop pace—nothing crazy, just a solid ride to get familiar with the area, the roads, and each other. Expect a mix of rolling terrain, a few steady climbs, and some really scenic stretches that make it worth it.
These are the kinds of roads I ride all the time—low traffic, good pavement, and just far enough off the main routes that you start to feel like you’ve got the place to yourself.
Whether you’re new to the area, thinking about spending more time up here, or just want a good ride without the chaos, this is exactly what these rides are about.
Route + GPS:
https://ridewithgps.com/routes/54838895
We’ll keep it casual, regroup as needed, and wrap it up back where we started. If there’s interest, we can grab coffee or food after.
April 24th 5:00 pm - High Falls Road Ride
Join us for a road ride. It’s a small, casual no-drop group—just a handful of us rolling out together. We’ll start from the municipal parking lot in High Falls, right by the D&H Canal, at 5 p.m. From there, we’ll head down Berme Road toward Accord, cross 209, and climb back up through Mill Hook Road, Whitfield, and Kripplebush. We’ll loop back via Pine Bush Road toward Stone Ridge, before finishing on the scenic Leggett Road. It’s about 20 miles total, with roughly 1,000 feet of elevation gain. Expect a chill, fun ride, perfect for getting to know the area—no one gets left behind!
Link to map and GPX-file
April 18th 10:00am - Mohonk Gravel Ride
Our first gravel ride will be on Saturday, April 18th, starting at 10 a.m. from the Hudson Dwellings office: 3124 Route 44/55, Gardiner, NY 12525. It’s a medium-hard, 15-mile route in Mohonk. If you prefer, you can meet us at West Trapps parking and join at Trapps Bridge around 10:20. We’ll loop Undercliff, passing just above Duck Pond, below Skytop, and down Humpty Dumpty before returning via Overcliff. We’ll wrap up back at the office—maybe grabbing lunch. It’s the perfect start!
Link to map and GPX-file
