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Great River Ride 36 Mile Challenge

Westfield, Massachusetts , United States
36 mi




ft elev +


Be sure to click start at the beginning of your ride and the finish flags at the end and save. To be sure to receive your award register with your address at

The Great River Ride 36 mile Challenge starts and finishes in Downtown Westfield at the city's Park Square.  Municipal lot parking is free on weekends but limited to 3 hours on weekdays. You'kll have plenty of scenic views of the Westfield River, Massachusetts first federally designated Wild and Scenic River. You'll also ride a section of Historic Route 20 along the West Branch of the westfield River.
The 36 mile route will give you a taste of the longer routes but with less climbing. You'll ride along sections of the Westfield River, Massachusetts first federally designated Wild & Scenic River as well as original sections of Historic Route 20, the nation first Northern Transcontinental Highway,  

The Westfield River, the Great River in the river ride, is a federally designated Wild and Scenic River. The GRR wanders the course of this scenic river to give you a unique cycling experience.

While we've taken out most of the climbs, you'll still encounter at least one knee-popping hill, many breathtaking views, an awesome descent, and gorgeous fall foliage as you tour the hilltowns of the Eastern Berkshires. Add in miles of stone walls, waterfalls, plenty of New England white churches,  loads of colonial homes, , a wild and scenic river, and did I mention hills. 
Country stores along the route have limited operating hours during the Covid-19 Pandemic, so be sure to carry food and water for your challenge

While you won't be sitting down to our traditional post-ride buffet, you can enjoy a tune from Jon Berman our 2018 post-ride entertainer.
 Just visit

While this is a free event we do suggest a donation to the Friends of the Columbia Greenway Rail Trail (FOCGRT)     

Challenge details

Start date

Saturday, September 19, 2020

End date

Sunday, October 18, 2020

Ride category


Challenge award

Color coded pins for each of the 4 different distances will be awarded at the end of the Challenge. Collect all 4 by riding each of the Challenge routes.