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Now in its 27th year, the Ciclismo Classico Jingle Ride is a leisurely 18.5-mile loop ride and festive bike parade from Arlington to Boston and back. It follows the Minuteman Bikeway and then heads for Harvard Square, the Esplanade, Boston Common, and Newbury Street before returning via Mass Ave (with an optional après-ride gathering at Menotomy Grill & Tavern in Arlington.)

The group makes occasional stops to sing carols for passersby and enjoys bringing holiday cheer to onlookers along the route. For those who love a parade, love to sing, or get a kick out of wearing antlers or a holiday costume, the Jingle Ride is a must for your holiday event calendar. It’s a parade, not a race – so if you have a bicycle, we’d love your holiday spirit along for the ride!

NOTE:  This is a ride on local bike paths AND major roads. We try to keep the route mainly on roads with bike lanes or other facilities, but all riders should be comfortable with and prepared for urban riding and all its unexpected excitement. We do follow all traffic laws and our fellow road users tend to be pretty jolly about our rolling parade of fun and merriment. And no matter how you decide to dress to celebrate the festive occasion, helmets are required for all Jingle Riders!

RSVP: HERE

Please Note: Registration for this ride is FREE, but there is a suggested donation of $25 to MassBike at massbike.org/membership. Cash/check donations will also be accepted on the day of the ride. 

Bike MS is the largest fundraising cycling series in the world. Each year, nearly 50,000 cyclists and more than 5,000 teams ride together to change the world for people with MS. With the fundraising support of each cyclist, The National MS Society can continue their work of tackling the complex challenges of MS — from one-to-one MS Navigator support, advocacy that drives systemic change to a network of resources and information that helps people affected by MS feel more in control and less alone.

Join us and ride the largest Bike MS event in New England along with a community of people dedicated to changing the world for people affected by MS, one pedal stroke at a time. Take in beautiful ocean views of Massachusetts’ South Shore as you ride from Quincy to Provincetown through the charming, historic communities on this two-day cycling experience.

Fundraising Minimum: $500

Route Distances: Saturday: 75 miles and 100 miles, Sunday: 75 miles