Saturday, June 7th, 2025
11:30 am to 3 pm
For those who enjoy vintage vehicles and being downtown in Middletown, June is a great time for this event.
Live Classic Rock ‘n Roll by Vinyl Fever
Food vendors, games, raffles and more!
Benefit for: Operational costs for Main Street Middletown Welcome Center
We are happy to offer family-friendly activities, such as a Tricycle Course where a lucky young child (ages 2-4) gets to take home the tricycle, a Bicycle Course where a lucky child (ages 5-6) gets to take home a bicycle and an exciting Scavenger Hunt designed specifically for the kids. Bring the whole family for a memorable time.
Visit us in Beautiful Middletown
Vintage Vehicles in the Valley

Free Admission for Spectators!
Vintage Vehicles in the Valley is Middletown’s salute to American ingenuity showcasing cars that ran on the National Road before it was paved to the beautiful curvy shapes and pastel colors of the 1950s, to the pedal-to-the-metal cars of the 1970s.
Not only does this show attract a wide variety of vehicles to admire, there are specialty vendors, live music, and activities for kids – including a tricycle and bicycle path for the youngest drivers in your family – and a chance to win a brand new tricycle and bicycle!
CAR OWNERS
Please sign up to feature your car.
Dash Plaques for the first 100 registered vehicles.
Day of on-site registration will be available from 9:00am-11:00am.
Entry owners will vote for: Best in Show, Best Stock Automobile, Best Modified Automobile, Best Stock Truck, Best Modified Truck, Best Motorcycle, Best Speciality Vehicle, Best Import, and Best Tractor.
Black-top parking for all vehicles and manicured grass parking for all tractors.
Registration Fee by donation per vehicle. Our friendly volunteers will assist you when you arrive at the registration table and parking attendants will direct you to park.
REGISTRATION
9:00am-11:00am
Save time and register online! Scroll down for registration and payment.
GETTING HERE
Vintage Vehicles event will be located along West Green Street.
We suggest using this address to enter into your GPS to get to the event: More Ice Cream at 13 West Main Street, Middletown, MD 21769.
From Main Street, turn north onto Garage Drive by the antique car that will be in the yard at More Ice Cream. We’ll have friendly folks stationed up Garage Drive to direct you.
VISITOR PARKING
Elm Street Municipal Lot, 123 Elm Street, Middletown, MD 21769
East Green Street Parking Lot, 102 East Green Street, Middletown, MD 21769
VOLUNTEER
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!