Family Group Biking–Upper Charles Trail, Holliston


Hanging out, taking a break before getting back on the trail

Now that our grandkids are getting bigger, we are able to join them (with their parents) on the trail with their bikes. Well, our ten-year old pedals her own bike herself, and her brother rides along behind his mom on his tag along bike.


Tag a long bikes help younger kids pedal, and not get left behind on the trail. They are fun, too!

Not quite a tandem, his tag along bike allows him to pedal,  but never get left behind when he grows tired. It’s a great solution for now, until he’s older and stronger, more able to keep up with the grownups as we ride.

Some of the challenges of planning a group ride include organizing and arranging a meeting time, agreeing on where to gather in one place, making sure parking is available for the various vehicles involved, and that everyone shows up relatively on time.


Setting back out on the trail

When we join the group, this includes two sets of grandparents, as well as parents and kids, so our most recent ride set off with our tandem, my daughter with her son on his tag along, three more adult single bikes, and my grandgirl on her single bike.

We set off from Milford on the Upper Charles Trail at Rt 109, at the IHOP parking area, and headed north toward Holliston. Milford has road crossing warning lights, so even though the roads are busy, we were able to cross with relative ease. Once into Holliston, we were on our own at grade crossings, but our son-in-law (wearing a red shirt!) stood in the street making sure we all crossed safely.


Snacks help make the trip more fun

Snacks are a must on trips of this sort, and the grands knew right where to look for their snacks when we took a break at the Gazebo at Blair Square in Holliston. We crossed the 8-arch bridge, but did not stop for pictures. We were mindful of others using the trail and organizing a group picture (with bikes) on the narrow bridge was more than we were up to. We pedaled back, planning to stop at the Phipps tunnel.


Keeping all the bikes to one side to keep out of the way of fellow travelers, while we work quickly to grab a photo

Success! Everyone got the message to stop at the tunnel, we all ended up on the same side of the tunnel, stopped safely, and grabbed a photo.


Grabbing a quick photo before heading on our group family ride

Then it was time to finish the ride. A grasshopper hitched a ride on my daughter for a while, but after much discussion, it was soon encouraged to find another way to get around.


Grandkids and grandparents on the trail together

Some of us had lots of opportunity to chat along the way (tandems work well that way) and break times offered more chances to visit. But for the most part, this was simply a fun way to get outside, be active, and explore a trail together. Everyone was tired when we got back. The day was getting warm, and we all headed back home. But the fall is a great time to ride, too. Here’s hoping we can plan more group family rides together, while we can. Happy trails, and pedaling too!


beech cliffs 2018

Marjorie Turner Hollman is a writer who loves the outdoors, and is the author of Easy Walks in Massachusetts, 2nd editionMore Easy Walks in Massachusetts, 2nd editionEasy Walks and Paddles in the Ten Mile River Watershed, and Finding Easy Walks Wherever You Are. Her memoir, the backstory of Easy Walks, is My Liturgy of Easy Walks: Reclaiming hope in a world turned upside down.


Filed under Blog posts--Easy Walks

2 responses to “Family Group Biking–Upper Charles Trail, Holliston

  1. Wendy Juergens

    What fun, Marjorie. I enjoyed the pictures. Thanks for sharing.

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