RAISE YOUR GLASS



12th Annual RAISE YOUR GLASS
Wine Tasting Fundraiser
Tuesday, May 19, 2026 • 6:00 p.m. - 9:00 p.m.
Windridge Vineyards
15700 Darnestown Rd., Darnestown, MD
Sponsorships & Tickets Available Now!
Purchase your tickets and sponsorships now to join us for the 12th Annual Raise Your Glass, Tuesday, May 19, 2026. Enjoy delicious wine and food, great raffle prizes, and live music - all at an incredibly picturesque and welcoming venue with free parking, a covered patio and plenty of accessible seating.
The evening is the perfect opportunity to make new connections and learn more about CaringMatters' positive impact on the community. All the funds raised will help ensure access to our free compassionate support services for those in Montgomery County facing serious illness, caregiving challenges, end-of-life, loss and grief.
We look forward to raising a glass with you on May 19th!
The Hon. Jeffrey Slavin - Event Chair
Host Committee
Steve Lahn • Jessica Ledingham & Nate Wolbert • Shari Lehrer • Cara & Rob Marks • Kathleen McCallum • Travis Montague • Craig & Tia Rice •
Ernest “Chico” Rosemond • Amy Schiffman • Tori & Matthew Tomlinson
Fine Wine • Hors d'oeuvres • Live Music • Raffle Prizes • Free Parking
Individual Tickets: $110 • Sponsorships Start at $1,000
*Thank You to Our Early Sponsors!
Annual Elite Sponsors
Bill Hard
Linda & Ian Kramer
Kelly & Michael Sotak
Joy & Ron Paul
Jacquie & Steve Tennant
Annual Charter Sponsors
Atlantic Union Bank
Lisa & Sean Creamer
The Ken & Ginny Grunley Family Trust
The John J. Pohanka Family Foundation
Premier Event Sponsor
Kathleen McCallum
Refined Event Sponsors
Vivian & Raymond Bass
Sara Harris
Jeffrey & Patricia Rubin
Amy Schiffman
*Sponsors Listed as of 3/19/26
Raise Your Glass 2025
Event Photography by Toni Robinson of Scene by the Heart Photography
Raise Your Glass 2025
Event Photography by Nate Wolbert of Camley Images Photography
Raise Your Glass 2024
Raise Your Glass 2024
Event Photography by Toni Robinson of Scene by the Heart Photography
Raise Your Glass 2023
Virtual Raise Your Glass 2021
During our live 2021 Raise Your Glass program, we featured two of our clients, Gilda and Michelle, whose families have participated in our Children's Bereavement Support programs, including Good Grief Clubs, Family Nights and our Parenting While Grieving Online Workshop. We are grateful that they shared their stories and proud to have them in our CaringMatters family. Their strength and grace inspires us to continue working diligently to reach families in our community in need of compassionate support. View their stories from the program below.
Raise Your Glass 2019
Raise Your Glass 2018








































































































































































































