Father’s Day Ride

The last few days, I have been away, scouting out hotels and rest stops for a 4 day charity ride that I organize with my brother, a friend, and a dedicated volunteer staff. I’ll post some details as the event draws closer. For that reason, I have not been able to ride in 5 days, so I contacted Eric and we planned a morning Father’s Day ride, finishing up early enough to get home and spend some quality time with our families.

We really lucked out at 7am with blue skies and almost perfect weather. We met up at the parking area at Dingmans Falls, and headed out on Rt. 209 towards Milford. Eric did a long ride with a lot of climbing the previous day, so we decided that only 1 big hill would be appropriate for the day.


We reached Milford, where we took 3rd Street, and hung a left onto George Street. Next, we made a right onto 4th Street, and followed it around and out to Rt. 209/ Rt. 6. Pedaling downhill towards Matamoras, the roads were empty. Every traffic light was green, and turning left on Mountain Avenue, we cruised toward the Delaware River and over the Port Jervis Bridge. Moving under the train trestle and up Pike Street, we made a left onto Rt, 97, over the first hill by the observatory, and turned right onto Skyline Drive. That’s where the climbing began. It’s 2.5 miles of switchbacks until the road summits, and then drops back down a little to Point Peter. As I’ve written in an earlier post, Point Peter offers panoramic views of Port Jervis, Matamoras, the Delaware River, and the High Point monument.

We did the Skyline Drive loop, and descended back into Port Jervis. Then we navigated through town, and headed over to River Road. Wanting to get back home, we rode in a mini paceline all the way to the Milford Bridge, and took Old Mine Road back to the Dingmans Bridge, passing a few cyclists and runners who were enjoying the beautiful morning.


Crossing over the old wooden bridge, we pedaled our way back to Rt. 209, and cooled down on the Dingmans Falls Road to the welcome center. At 40+ miles and 1 climb, this is an intermediate ride with the reward at the halfway point.

What’s Playing: (What am I’m listening to while writing or what’s dancing around in my head while riding) Today – Bruce Hornby and the Range – The Show Goes On




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