Boston To New York

Boston To New York Bike Ride (Self supported)

When? July 10 & 11, 2026

Where? About 235 miles

What? A cycling adventure through the backroads of Massachusetts, Connecticut, and New York.

Why? The community and comradre of a multi-day group ride are awesome, and the Boston to NY Route is epic! With a bike mounted GPS, some lightwieght gear, and the need to push things to the next level - we want to see what we can do! Do you??

This Ride is Self Supported

• No route markings — self-guided/self-paced
• Community support from local bike shops, coffee shops, and the kindess of others
• No gear trucks, no formal overnight accommodations
• Meals, snacks, water, gatorade... not provided
• Pack light and bring your credit card or ApplePay :)

Basic Route

• Ride out of Boston on Thursday eveing and overnight in Newton, Mass
• Day 1 - Ride out at 5am from Newton. Cross the Connecticut River on the Chester/Hadlyme Ferry, and finish in Old Saybrook, Conn.
• Day 2 - Ride out at 6am from Old Saybrook. Cross the Hudson on the Gov. Mario Cuomo Bridge, and finish in Nyack, NY.

Logistics

From farm stands and coffee shops to gas station bodegas, there are plently of "rest stops" along the way. Stay hydrated, get your salt and electrolytes, eat!

Ride at your own pace. Have your phone for emergencies. Stay alert, be prepared, adapt to your conditions. Keep your ID, cash and credit card on you.

The "official accomondations" for the 2026 ride (Friday and Sat overnights) will be posted in May 2026.

Fundraising

Here are some charities that inspire me. Donate to one that inspires you, or make a donation to your favorite charity.

Crohns Colitis Foundation.org

NAMI.org

CCALS.org

Cancer.org

Simbas Sanctuary.org

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Host or Publisher Mat Mendel