Our valley elevates community fun throughout the year.
Main Street Middletown hosts fundraising opportunities annually in order to continue supporting our area businesses and events. We celebrate our community, history, and culture.
Vintage Vehicles in the Valley
September 11 @ 9:00 am - 3:00 pmFree
Take a walk down memory lane as countless rarely seen cars, trucks and motorcycles are on display to the public for one day only in downtown Middletown!
Relax and take in the music performed live by Simple Pleasure, bringing back the best cruising songs of the 1950s, 1960s, and 70s! Enjoy specialty snacks from hand picked vendors that will add to the flair of the event.
Proceeds from this event will go to support two worthwhile causes, Warrior Canine Connection and Main Street Middletown, specifically our efforts to restore two historic buildings.
Please sign up to feature your car. Dash Plaques for the first 100 registered vehicles. Day of on-site registration will be available from 8:30am-11:00am. Entry owners will vote for: Best in Show, Best Stock Automobile, Best Modified Automobile, Best Stock Truck, Best Modified Truck, Best Motorcycle and Best Specialty Vehicle. Black-top parking will be provided with overflow parking on manicured grass. Registration Fee is $15 per vehicle, $10 for each additional vehicle by the same owner. Our friendly volunteers will assist you when you arrive at the registration table and parking attendants will direct you to park.
If you offer cool car collectibles, memorabilia, car services and parts please consider joining us! Vendor applications are due by May 14, 2021.
Elm Street Municipal Lot, 123 Elm Street, Middletown, MD 21769
East Green Street Parking Lot, 102 East Green Street, Middletown, MD 21769
Join our friendly volunteer staff to help as we host Vintage Vehicles in the Valley. We have a variety of jobs and various shifts for ages 16 and older. Please complete our Volunteer Form and we’ll be in touch. Thank you for considering to share your time and talents with us!