October 3, 2026 - 8:30 am
2026/10/03 08:30:00
Get Your Car On The Event Shirt
2025
How would you like to have your car on the official Cruisin’ SOMD event shirt? Every year, we raffle off tickets with the winner getting the privilege of choosing next years car to go on the shirt. Last year we raised over $650 towards the Veterans through the t-shirt raflle.
For 2025 we are introducing an online version where you can purchase tickets ahead of time. You do not have to be in the cruise to purchase a ticket, however the car chosen must be in the cruise. So you can buy a ticket to help a loved one or friend get on the shirt but only Cruisin’ SOMD participants cars are eligible to be chosen.
Cruisin' For Charlotte Hall Veterans Home
Cruisin’ Southern Maryland, Inc. was formed in 2012 by a group of Southern Maryland antique, classic, and muscle care enthusiasts for the purpose of conducting an annual Car Cruise to raise money to principally benefit the Charlotte Hall Veterans Home, as well as other local not for profit organizations, especially Veteran’s charities.
The organization is a registered 501-(c)(3) non-profit and is managed by a dedicated group of 20 plus members that work nearly year-round to plan and organize the annual event. To date, we have donated over $229,000 to the Charlotte Hall Veterans Home, our primary beneficiary, as well as an additional $49,000 to other charities for the benefit of Veterans.
Gallery
🏆🚗 TROPHIES, PLAQUES & BRAGGING RIGHTS! 🏍️🏆
The Cruisin’ So MD 100-Mile Cruise is right around the corner, and we're excited to announce the special awards that will be presented on Saturday, October 3, 2026!
Whether you're cruising in a classic, showing off your late model, riding on two wheels, or bringing your Jeep or 4WD, you might just be taking home some hardware!
🏆 Charlotte Hall Veterans Home – Veterans' Choice Awards
Our veterans will have the honor of selecting their THREE favorite vehicles!
🏆 Cruisin’ So MD Members' Choice Awards
Best Late Model – Trophy
Best Motorcycle – Plaque
🏆 Wiley Tolbert Memorial Trophy
Awarded to the Best Jeep/4WD in loving memory of Wiley Tolbert.
🏆 Susie Mendoza Memorial Plaque
A special memorial award presented to a vehicle of their choosing in loving memory of Susie Mendoza.
❤️ This cruise is about more than just the vehicles. It's about bringing our community together, honoring special people, and showing our appreciation for the veterans at Charlotte Hall Veterans Home.
So shine up those rides, bring your friends, and come make some memories with us!
📅 Saturday, October 3, 2026
🚗 All makes and models welcome!
🏍️ Motorcycles welcome, too!
Who’s bringing home a trophy this year? 🏆
#CruisinSoMD #100MileCruise #CharlotteHallVeteransHome #VeteransChoice #CruiseForACause ... See MoreSee Less
1 CommentsComment on Facebook
🚨 THE ROUTE IS OUT! 🚨
We know you’ve been waiting for it… and here it is! The official route map for the 14th Annual Cruisin’ Southern Maryland 100-Mile Cruise is ready! 🗺️🏁
📅 Saturday, October 3rd, 2026
Get those rides shined up and ready to roll! Whether you drive a classic, muscle car, hot rod, truck, Jeep, modern ride—or prefer two wheels—ALL MAKES, ALL MODELS & MOTORCYCLES ARE WELCOME! 🚗🛻🏍️
We’ll kick things off at the Golden Beach Park & Ride, cruise some of Southern Maryland’s beautiful back roads, make stops at the Baden Volunteer Fire Department and Target in La Plata, and then make our way to the Charlotte Hall Veterans Home for the finish.
❤️ 100 miles. One awesome cruise. One great cause.
This event is all about bringing our community together, enjoying some great vehicles and great roads, and most importantly, showing our support for the veterans at the Charlotte Hall Veterans Home. 🇺🇸
📣 SAVE THE MAP • SHARE THE MAP • SHARE THIS POST!
Tag your car clubs, motorcycle groups, friends and anyone else who needs to be cruising with us on October 3rd!
🏁 The route is set. The map is out. Now we just need YOU!
WHO’S CRUISIN’ WITH US? 🙋♀️🙋♂️
#CruisinSouthernMaryland #CruisinSoMD #100MileCruise #SouthernMaryland #SupportOurVeterans #CharlotteHallVeteransHome #CarCruise #MotorcyclesWelcome #AllMakesAllModels #October3rd ... See MoreSee Less
27 CommentsComment on Facebook
A HUGE THANK YOU TO OUR PRESENTING SPONSORS!
The Cruisin’ So MD 100-Mile Cruise is coming Saturday, October 3, 2026, and we are incredibly grateful to the businesses, organizations and car clubs that have stepped up as Presenting Sponsors to help make this event possible!
🚘 CRUISIN’ SO MD 100-MILE CRUISE 🚘
❤️🤍💙 Cruising for a Cause — Supporting the Charlotte Hall Veterans Home ❤️🤍💙
🏆 OUR 2026 PRESENTING SPONSORS 🏆
⭐ Aarow Electric
⭐ Blue Ribbon Auto Service
⭐ Cabinet Corner, Inc.
⭐ Chick-fil-A of Southern Maryland
⭐ Charlotte Hall Square Retail Center
⭐ Chuck's Used Auto Parts
⭐ Cliff's Heating and Air Conditioning
⭐ Computech Systems, Inc.
⭐ East Coast Drifters Car Club
⭐ Innovative Wealth Building, LLC
⭐ Lexington Park Chevrolet, Buick, and GMC
⭐ Lexington Park Ford
⭐ Liftplus, LLC
⭐ Loyal Order of the Moose – Mechanicsville Lodge #495
⭐ Parlett Affiliated Companies, LLC
⭐ Sons of the American Legion – Clinton Squadron 259
⭐ Southern Knights Rod and Classics
⭐ Tayman Painting and Construction
⭐ Waldorf Ford
⭐ Williams and Sons Construction
⭐ Windward Land Development
👏 21 PRESENTING SPONSORS. ONE GREAT CAUSE.
These sponsors aren't just putting their names on an event — they're helping us come together as a community to honor, support and give back to the veterans who have given so much for all of us.
Please help us show our appreciation by supporting the businesses and organizations that support our veterans!
And on October 3rd — LET'S FILL THE ROADS! 🚗💨🚙💨
Come cruise with us, enjoy some incredible vehicles, and help us make the Cruisin’ So MD 100-mile Cruise an unforgettable day for the Charlotte Hall Veterans Home!
❤️ They supported us. Now let's support them. And together, let's support our Veterans. ❤️
#CruisinSoMD100 #CharlotteHallVeteransHome #SupportOurVeterans #CruisingForACause #SouthernMaryland #SoMD #CarCommunity #ThankYouSponsors ... See MoreSee Less
5 CommentsComment on Facebook