Mentoring Program

The Railroad Street Youth Project Mentoring Program is an innovative mentoring and sponsorship program for local high school students who could use support outside of school and family in order to identify and reach their personal and academic goals. The aim of the program is to provide new friendships and role models to the next generation, empowering them to succeed in their every endeavor.

How does the Program Work?

RSYP’s Mentoring Program matches youth ages 14-21 with adults ages 25 and over in the South Berkshire community for one-on-one mentoring and relationship building. It was the first mentoring program in the area.

Mentees and Mentors are matched according to shared interests and compatible personalities.  Pairs are same sex. Pairs meet weekly to: go hiking, get coffee, take a ride to Pittsfield, go bowling, work out at Berkshire South, volunteer together on a Saturday, cook dinner, go to Mass MoCA, get ice cream, and chat.

Once matched, mentoring pairs meet weekly on their own.  The Mentoring Program Coordinator keeps in close contact with mentors and mentees, as well as mentees’ families, to offer support and deal with any problems. The program offers support meetings, group activities and celebrations to foster group spirit and give participants a chance to share stories and experiences.


New applicants are welcome any time!


Click one of the following links to download an application:

PDF: Mentor Application

PDF: Mentee Application


Please contact Michele Wendling, AmeriCorps Ambassador of Mentoring @ Michele@rsyp.org or call (413)528-2475 with any further questions.


This program is supported by the Lennox Foundation, the Green Foundation and the Massachusetts Mentoring Partnership’s Ambassadors of Mentoring AmeriCorps program.