Headmaster for the Day + Choose a Day Off School

Donated by: Dr. Diarmuid T. Wheeler
Value: Priceless
This isn't just a prize, it's the chance to seize power, make your mark, and change the course of Chelsea Academy history. The winner of this unique package will give one lucky student the opportunity to become Headmaster for a Day. They will wield the "keys to the kingdom" and experience the thrills and challenges of leading our school.
Woodberry on the Rappahannock
Donated by: Rachel & Marty McMahon
Value: $3600

Thanks to the generosity of Rachel & Marty McMahon, this beautifully renovated 1800s farmhouse (it sleeps 18!) is yours for 4 full days and 3 nights. Nestled on 3 acres right on the river near steeped-in-history Sharps, VA, Woodberry on the Rappahannock is a delightfully luxurious, family-friendly getaway that has been stocked with every amenity imaginable including a gourmet kitchen, wet bar, huge pool, private dock with river access plus all types of fun games and family activities. This is a vacation for the whole family and the memories will abound!
Expiration: 6 December 2026
Snowshoe Excursion
Donated by: Steve & Wendy Lee
Value: $1700

Enjoy 3 nights in a generously-sized townhouse that sleeps up to 12 guests at Snowshoe Mountain Resort which offers tubing, sledding and skiing options for all levels! If you choose to go during the off-season, then the stay gets extended to 1 week so that you and your family can enjoy hiking, swimming and mountain biking instead of the snowy sports.
Expiration: 6 December 2026
Wingate Original

Donated by: Henry Wingate
Value: TBD
Stunning oil on canvas still life original by longtime Chelsea parent and renowned artist, Henry Wingate.
Final painting TBD.
Rustic Fireside Retreat
Donated by: Ron Klassen & Tom Blicharz
Value: $3500
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Make memories and enjoy many cozy evenings during the cooler seasons! Longtime Chelsea parent, Ron Klassen, has meticulously handcrafted this set of four gorgeous solid wood Adirondack chairs from white oak donated by Seneca Hardwood. These chairs have been paired with a welded campfire ring emblazoned with the Chelsea crest made and donated by former Chelsea parent, Tom Blicharz.

Senior Work Day

Donated by: The Senior Class of 2026
Value: Priceless
The Dream Day-Off Senior Workday! Imagine a wonderful day off from meals, from work, from kids and all the honey-dos at home. Come back 8 hours later to your well-fed children, an organized closet or playroom, your pictures hung, and your garden beds mulched! These projects will be entrusted to the Senior Class of 2026 who will be supervised by Chelsea's own Mrs. Schuttloffel and the headmaster himself, Dr. Wheeler!
Go Bayside with the Benyos!
Donated by: Emilia & Bob Benyo
Value: Priceless

- Up to 3 couples between June and October 15, 2026
- Arrive Friday afternoon/evening greeted with heavy hor-d'oeuvres and cocktails, relax on the back porch for a spectacular sunset.
- If the guests arrive before 3pm, a full dinner will be served
- Saturday activities based on preferences and weather
- Gentlemen pick from 3 activities: offshore fishing, inshore fishing, or shooting trap, pistol and rifle at a private range
- Ladies: tour nearby historic towns, shop and lunch at a great Irvington restaurant, spend time on our beach or cooking with Emilia sharing some of her favorite international culinary recipes in our commercial prep kitchen.
- Saturday dinner (surf and turf) all local fare
- Relax on porch or beach or sunset cruise
- Sunday Mass at St Paul's followed by Breakfast at historic Kilmarnock Inn.
- Back to Benyo's for additional fraternity, depart anytime after 3pm.

Milam Landscaping Project: 100 Ft. Buffer Planting
Donated by: Milam Landscape & Design

Value: $3,000
- Trees & shrubs will be planted using the “double row planting” technique, please see below.
- (20) 3-gallon green giant arborvitae, 10 feet on center.
- (12) 3-gallon forsythia.
- Trees & shrubs will be installed (staked, mulched, and watered).
An Irish Evening for Chelsea Academy
Donated by: Doug & Megan McCarthy, Patrick Miggins, and Dr. Diarmuid T. Wheeler

Value: Priceless
DRAW in your stools, good folk, for heating
And gaze into mine eyes,
And see what sets the kind hearts beating,
Where the lonesome cricket cries.
-from “Song of a Turf-Sod”, by William A. Byrne
Come enjoy a touch of the “Ol’ Sod” in Front Royal! Join us for an evening of warm and old-fashioned Irish hospitality and entertainment at Gleann Fia, the home of Megan and Doug McCarthy, who will graciously host a party of 8 for dinner, drinks, and a celebration of authentic Irish culture. The evening will feature a brief selection of famous Irish poems recited by Patrick Miggins, a lively exhibition of traditional Irish music and dancing by the “McCarthy School of Irish Dance,” and culminate in the reading aloud of an unforgettable Irish short story, compliments of the distinguished brogue of our very own Headmaster, Dr. Diarmuid Wheeler! The enjoyment will continue with a discussion of this lovely story, a powerful portrait of true Christian charity.