Sponsored by Porsche Hunt Valley
The Chesapeake Region invites you to attend the 56th Annual Chesapeake Challenge! This event has something for EVERY Porsche driver and enthusiast. People get together to look at and show their Porsches while having a fun-filled day of activities, good food, and great company! If only your morning is free, during the morning Concours event we welcome PCA members and their guests to view the cars and socialize.
For over 50 years, Chesapeake Region has invited its members and friends to celebrate the annual Chesapeake Challenge – the oldest running multi-event weekend in PCA history. The Challenge quickly became popular among Mid-Atlantic owners, and attendance grew to well over a hundred cars in the ensuing years. The Challenge has moved around Maryland throughout its history.
The 56th Chesapeake Challenge - Saturday, September 20th
There will be a continental breakfast (fruit, donuts and coffee), Concours, Lunch, Gimmick Rally, Tech Quiz, Cocktail and appetizer hour, and Awards Dinner.
This year’s event will be held entirely at Frey's Brewery in Mt Airy, Maryland.
There will be a continental breakfast (fruit, donuts and coffee) in the morning.
CONCOURS - The day will open with a Concours d’Elegance with cars grouped into Full Concours, Street/Prepared Concours, and Display Only. In addition to the standard class awards, Full Concours cars will compete for the coveted Knowlton P. Long / Lufthansa Trophy, while Street/Prepared cars will compete for the Chesapeake Cup award. All Concours cars, including the Display Class, will compete for People’s Choice award.
LUNCH - A lunch will be served.
GIMMICK RALLY - After lunch, a Gimmick Rally will be held featuring a scenic and delightful route created by Rich Ehrlich, made even more enjoyable and satisfying by clever gimmicks. Individual 1st, 2nd, and 3rd place trophies will be awarded to the top-performing drivers and navigators.
TECH QUIZ - Upon your return, we will participate in a Tech quiz prepared by our illustrious Tech Team, testing your Porsche knowledge. The quiz is intended to be FUN and a learning experience. It is multiple choice, so anyone is likely to win! All attendees are encouraged to participate in the Tech Quiz. Even the best multiple-choice guessers have been known to win a trophy or two!
DINNER - The final event of the day is the Awards Dinner. Following dinner, we will have the awards ceremony.
SILENT AUCTION - There will be a silent auction of Porsche / car enthusiast items held throughout the day to raise money for the Boys & Girls Clubs of Carroll County. The Boys & Girls Clubs of Carroll County's mission is "To enable all young people, especially those who need us most, to realize their full potential as productive, responsible and caring citizen." When you register please sign up to donate items to be auctioned off the charity. Be ready to bid on the many terrific items available at the auction table to support the Boys & Girls Clubs of Carroll County! You may learn more about this worthwhile charity on their website bgccarrollcounty.org.
Knowlton P. Long / Lufthansa Award - For the attendee that scores the best in all three events, Full Concours, Gimmick Rally, and Tech Quiz, they will be awarded the coveted Knowlton P. Long Award. Their name will be placed on the trophy, and they will receive an elite take-home trophy in honor of their accomplishment!
Chesapeake Cup Award - For the attendee that scores the best in all three events, Street/Prepared Concours, Gimmick Rally, and Tech Quiz, they will be awarded the Chesapeake Cup Award. They will receive a take-home trophy in honor of their accomplishment!
So come and join us for a fun-filled day of Porsches and people. All of your favorite cars and friends will be there, and so should you!
It’s not just the cars, it’s the people.
WHEN and WHERE
WHEN: Saturday, September 20, 2025, Event Sign-In Table to open at 7:30 AM
WHERE: Frey's Brewery, 8601 Mapleville Road, Mt Airy, MD 21771
Schedule:
7:30 AM -- Event opens for sign-in, continental breakfast & Concours Preparation
9:00 - 11:00 -- Concours judging
Noon - 1:00 -- Lunch
1:00 - 4:00 -- Gimmick Rally
4:00 - 4:30 -- Tech Quiz
4:00 - 5:00 – Cocktails and Appetizers
5:00 - 7:00 PM -- Dinner & Awards Banquet
REGISTRATION
COST: $10/PERSON - Morning only
Your fee is good for viewing the cars on display during the Concours event and continental breakfast.
MotorsporReg charges a $2 booking fee for every registration (not for every person). Minors are free.
COST: $75/PERSON - Chesapeake Challenge Competition
Your fee is good for Concours, Gimmick Rally, Tech Quiz, Commemorative swag, breakfast, lunch and dinner per person.
MotorsportReg charges a $2 booking fee for every registration (not for every person).
Registration closes at midnight on September 10
There will be a limit of 100 attendees
Please fill out ALL sections of the event registration
QUESTIONS: Please feel free to contact
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