Pittsfield Announces Community Bike Ride

07:46AM / Monday, May 18, 2026Print Story | Email Story

PITTSFIELD, Mass. — The City of Pittsfield's Department of Community Development Recreation Program, in partnership with the Berkshire Bike Path Council and Safe Routes to School, announces a Community Bike Ride on Saturday, May 23, at the Ashuwillticook Rail Trail.

The bike ride will depart from the Crane Ave trailhead (886 Crane Ave., Pittsfield) beginning at 10 a.m. Riders are invited to arrive at 9:30 a.m. to decorate their bikes and complete a bike safety check before the ride. Once the ride starts, participants can opt for a shorter loop to the Berkshire Mall trailhead and back or continue further along the trail.

This is a free event open to ages 5 and up. Attendees are asked to bring their own bicycles and helmets are required for all riders. All riders are welcome to join, and families are strongly encouraged to ride together.

Refreshments will also be available for participating riders.

A rain date is in place for Sunday, May 24.

iBerkshires.com Text Ads

Greylock Youth SummerFest

Come join in on the wealth building fun! August 3-8. Click for event details. Insured by NCUA.

www.greylock.org

rk MILES Blding Materials

Are You Ready to Update Your Home? Start With rk MILES. 4 Locations (800)670-7433

www.rkmiles.com

If you would like to contribute information on this article, contact us at info@iberkshires.com.

Summer Wrapping Up for Pittsfield, Berkshire Students

By Brittany PolitoiBerkshires Staff
05:19PM / Sunday, August 23, 2026

PITTSFIELD, Mass. — Students in Pittsfield and beyond are enjoying their last days of summer before classes begin.

Most Berkshire County teachers return to work this month, and students follow in late August and early September.

For Pittsfield Public Schools, staff returns on Aug. 26 and students' first day is Aug. 31; pre-kindergarten and kindergarten begin school on Sept. 2.

Labor Day is on Monday, Sept. 7.

"The summer is pretty much done, and we will be ready and excited to open the doors in about two and a half weeks,” Superintendent Latifah Phillips told the School Committee on Wednesday.

Phillips is returning this year as the permanent superintendent. She was appointed the interim superintendent last spring, and the School Committee voted to hire her permanently in June.

This year also brings the middle school restructuring, moving fifth grade to the middle school level, and the retirement of Morningside Community School.

Welcome night for Reid Middle School students new to the building is on Aug. 18 at 6 p.m.; Herberg will have a sixth-grade welcome night at 5:30 p.m. on Aug. 25, and at the same time on Aug. 26 for fifth grade.

View Full Story