Cruisin' Southern Maryland

04/05/2026

03/31/2026

No joke… today’s weather has us dreaming about open roads and chrome shining in the sun 😎☀️

With April Fools’ Day rolling in tomorrow, we figured we’d better not prank you about something this good…

🚗💨 The Cruisin Southern Maryland Annual 100-Mile Cruise is BACK on October 3rd, 2026!

That’s right—no tricks, just trunks, torque, and 100 miles of pure cruising fun through beautiful Southern Maryland. If today’s gorgeous weather is any hint of what’s to come, you won’t want to miss this ride.

Mark your calendars, tell your crew, and start getting those classics road-ready. We promise… this is one thing we’re NOT fooling around about 😉

12/25/2025

Merry Christmas and Happy Holidays from all of us to all of you.

12/17/2025

Hey everyone! We are in the planning process for the 2026 Cruisin Southern Maryland100-Mile Cruise to Benefit our Local Veterans and could really use some local knowledge from fellow car enthusiasts.

We’re are looking for parking lots / meetup locations that could comfortably accommodate a large group of vehicles along the way. Ideal spots would allow for safe pull-ins, parking, short breaks, and photos.

We’ll be departing from Charlotte Hall, MD.

📍 Primary Areas of Interest:

Charles County, MD

Southern Prince George’s County, MD

🅿️ What we’re looking for:

Large parking lots (shopping centers, churches, parks, industrial areas, etc.)

Low-traffic or enthusiast-friendly locations

Places that are typically okay with short-term car gatherings.

Bonus points for scenic views or good photo ops.😁

This cruise is for charity, so we’re aiming to be respectful, organized, and community-friendly. No burnouts, no chaos—just cars, cruising, and a good cause.

If you know of any good spots, have contacts, or have hosted cruises in these areas before, I’d love to hear your suggestions. Feel free to comment or DM us.

Thanks in advance—and hope to see some of you on the road! 🙌🚘

10/06/2025

2025 Annual Cruisin' Southern Maryland 100 Mile Cruise Album Pt 2

10/06/2025

Thank you everyone for attending the 13th Annual 2025 Annual Cruisin' Southern Maryland 100 Mile Cruise for local veterans and Charlotte Hall Veterans Home. Please like, share, and tag your friends in the photos below.

10/04/2025

Let the awards begin

10/04/2025

Closing Ceremony

10/04/2025

Have you seen the veterans choice car show trophies!? These might be our biggest and best ever! Hurry up and get entered before the veterans pick their favorites. Awards ceremony starts at 3:30pm.