O'Bryant Class of 1996

30th Anniversary
Homecoming &
Benefit Gala

About the Evening

On June 20, 2026, the O'Bryant Class of 1996 returns to where it all began. An upscale evening of dinner, live music, and reunion for alumni and guests — alumni and friends, past and present faculty, local elected officials, and community leaders.

Every ticket purchased and every sponsorship secured directly supports deserving O'Bryant students through the Alumni Legacy Gateway Scholarship and student program funds.

Event Highlights
  • Red Carpet Reception
  • Heavy Hors d'Oeuvres
  • Music & Entertainment
  • Silent Auction & Raffle Prizes
  • Special Guests
  • Commemorative Program & Keepsake
Details June 20, 2026 Roland Hayes Music Theater O'Bryant School  ·  55 Malcolm X Blvd Roxbury, MA Doors Open  ·  5:30 PM Full Program  ·  6:00 PM – 10:00 PM
Ticketing
Legacy Benefit · Sponsorship Tiers
Welcome Sponsor
$2,500
  • Reserved table for 10 guests with personalized nameplate
  • Logo prominently featured on the event photo backdrop
  • MC acknowledgment during the program
  • Social media feature on all platforms
  • Name in the official commemorative program
 
Table Host
$1,000
  • Table for 10 with personalized nameplate
  • Logo featured on the event photo backdrop
  • Name in the official commemorative program
  • Social media recognition
 
Photo Sponsor
$250
  • One (1) individual ticket to the gala
  • Named in all event marketing, PR, and media coverage associated with the gala
  • Name in the official commemorative program
  • Post-event social media recognition

O'Bryant Class of 1996, Inc. is a 501(c)(3) nonprofit organization.
Proceeds support the Alumni Legacy Gateway Scholarship and student program funds.

Individual Tickets Sponsors & Corporate Tables
O'Bryant Gala
Support

More Ways to Give

Sponsorship opportunities give your brand a specific, memorable presence at the 30th Anniversary Homecoming Gala — before, during, and after the event.

Donate
Silent Auction Item

Donate an experience, product, or service to our silent auction. No dollar minimum. All proceeds go directly to the scholarship fund.

Next
Why It Matters

Your Investment,
Their Future

Every dollar raised at the 30th Anniversary Homecoming Gala goes directly to the O'Bryant Class of 1996 Legacy Scholarship, awarded to deserving O'Bryant students.

O'Bryant Class of 1996, Inc. is a registered 501(c)(3) nonprofit organization. Your sponsorship may be tax-deductible.

Gala FAQ

Frequently Asked Questions

Everything you need to know about the 30th Anniversary Homecoming Gala.

Why should you host a table?

A hosted table is the most elevated way to experience the 30th Anniversary Homecoming Gala. Table packages include admission for 8–10 guests, reserved seating with a personalized nameplate, and — at the Welcome Sponsor level — logo placement on the event photo backdrop. It's the ideal option for businesses entertaining clients, families celebrating together, or organizations looking for prominent brand visibility in a room full of Boston's accomplished professionals. Tables start at $1,000.

What should I wear?

Cocktail attire or black tie optional. This is a formal celebration of thirty years — dress for the occasion.

What is included in my gala ticket?

All tickets include entry to the gala, dinner, and the full evening program. Legacy VIP tickets include reserved seating, two admissions, and first-year Charter Membership.

Can I purchase a gala ticket for a classmate?

Yes. You can purchase tickets on behalf of a classmate. Contact us at info@obryant96.org if you need assistance with gifted tickets.

I graduated in 1996 — can I still attend the gala?

Absolutely. The gala is open to all O'Bryant Class of 1996 graduates. You do not need to be in the directory to purchase a ticket.

Will there be vegetarian or vegan options at the gala?

Yes. Dietary accommodations can be requested during checkout. Please note any restrictions at the time of purchase.

Is the gala venue ADA accessible?

Yes. The Roland Hayes Music Theater at John D. O'Bryant School is ADA accessible. Contact us if you have specific accommodation needs.

What is the gala refund policy?

Refund details will be posted here once finalized. For time-sensitive questions, contact us at info@obryant96.org.

What is Charter Membership?

Charter Membership is annual membership in O'Bryant Class of 1996, Inc. Members support the Legacy Scholarship and are recognized as founding contributors. Annual dues are $30/year.

How can I get more involved beyond attending?

We're always looking for volunteers, sponsors, and committed alumni. Email us or complete our member profile form.

Contact

Get in Touch

Mailing Address
82 Wendell Avenue, Suite 100
Pittsfield, MA 01201