THIS IS WHERE YOU WILL SHOW THE SITE WIDE ALERT FOR SNOW, DELAYS, ETC. JUST CHANGE THE TEXT HERE. TO SHOW, MAKE SURE YOU ARE CLICKING THE BLUE RECTANGLE SETTING BUTTON > VISIBILITY > UNCHECK ALL (SO THAT THE ENTIRETY OF THE BLUE SECTION SHOWS)

Kent School’s 2026 Auction

Welcome to Ospreyland

Saturday, March 28, 2026 | 6:00 PM
M.V. Mike Williams Gymnasium
Kent School, Chestertown, Maryland

Join us for a night of Nashville-style fun, community spirit, and meaningful giving.

A Night to Remember For a Cause That Matters

Step into Ospreyland as Kent School turns up the lights, the music, and the generosity. Inspired by the legendary Grand Ole Opry, The Grand Ole Osprey is our signature fundraising event — where country flair meets campus pride.

This unforgettable evening features:

  • Cocktails and country-themed cuisine
  • Live and silent auctions with exceptional items and one-of-a-kind experiences
  • Dancing and entertainment that’ll have every boot tapping
  • A mission-driven paddle raise supporting our students, teachers, and academic programs

Come together with parents, alumni, faculty, trustees, and friends to celebrate Kent School’s past, present, and bright future!

Together, we raise the paddle — and the roof.

Thank You to Our Sponsors

Platinum Sponsor

Gold Sponsor

Molly's Sponsorship Logo
Rasin, Wootton & Hurd LLC

Silver Sponsor

David A. Bramble, Inc

Band Sponsor

Molly's Sponsorship Logo
Talkie Logo

Catering Sponsors

David A. Bramble, Inc

Do-Si-Do Sponsor

JBK Ace Hardware

Kay Sweezey

Cart Sponsor

The Gunston School Logo