Ride together. Ride further.

Northern Maryland, Pennsylvania & Delaware

254,734
MILES RIDDEN IN 2025
About Us

More Than Just a Ride

Chesapeake H.O.G. is a well-established group of over 150 riders who come together for safe, enjoyable group rides, the shared experience of riding Harley-Davidson motorcycles, and giving back through charities that matter to our members.

Our rides span Northern Maryland, Southeastern Pennsylvania, Delaware, and beyond—bringing together familiar roads and new destinations.

If you're looking for a welcoming group to ride with, we’d be glad to have you join us.

Upcoming Events

Jun 6 Sat · 1:00 PM

MDAMRA

Ft Washington Poker Run / Point Lookout Overnight Ride

Fort Washington/ Point Lookout, Southern MD Saturday June 6th, Matt/Al will lead a combined ride from the Chesapeake Dealer to Fort Washington Chapter Primary event in D.C. Event time; 10am to 6pm Activities; Food, Music, local vendors, rider activities, bikes, concert series DJ Akademiks After the Fort Washington event, we will head South to Historic St. Mary’s City and visit the sites. We will wrap up the day with dinner (several places in the area). Depending on the timing of us getting to the area, we may check in to our hotel first then go to St. Mary’s City. On Sunday June 7th, we will head South to Point Lookout area which includes sites to see such as (PL Light House, Fort Lincoln, Civil War Museum, Point lookout State Park, Jacobs Farm area). We will likely stop for lunch somewhere before heading home Sunday. The ride in total length each way will be about 4+hrs with stops and over 140+ miles. This is an overnight ride and will be staying at the Comfort Inn that is 15 minutes North/East of Historic St. Mary’s City in the Lexington Park area. The hotel has a block of 10 rooms reserved under “Chesapeake Hog Chapter”. When making your reservation use Group Code TB04J4 for the hotel reservations. Rooms must be booked before Saturday, May 16th. Comfort Inn phone number is 240-794-6054 Breakfast is included, check in is 3:00pm and check out is 11am. Rooms are around $127. If it looks like rain, we /I need to cancel reservations by 6/3/26 before 4pm. I look forward to seeing everyone. Come Join us!!! Date: Saturday, June 6th/ 7th Departing: Dealer Time: 9am Lead: Matt/Al Jacobs Sweep: TBD

Jun 13 Sat · 1:30 PM

Social

Progressive Dinner Ride 2026

It’s the 2nd Saturday in June and we are off like a “Herd of Turtles”… It’s the Progressive Dinner Ride. You are all invited to join us for another memorable trip through Harford and Baltimore Counties as we visit five of our member’s houses to feast on a five course meal. The route today will be approximately 165 miles long. Starting time is 9:30 am… PLEASE arrive at the dealership 15 – 30 minutes early so you have time to say hi to everybody and give us time to explain the ride. As always… be on time with a full tank of gas… Last years ‘Rain Out’ was planned with 24 people. Come join us for 2026… KSU 9:30 am Depart Dealership Lead RC Mike H

Jun 16 Tue · 1:00 PM

Ride

Ride to Winchester Rally

We are riding to the Winchester Rally on Tuesday, if anyone would like to ride along, please sign up so we know to expect to see you Tuesday morning. We will be taking back roads with a little bit of Highway riding. We plan on stopping at a fast food restaurant for lunch. Total Miles - 170 Depart Dealership KSU 9:00am Lead RC - Mike H.

Membership

Ride with us

Whether you enjoy short rides, full-day trips, or overnight adventures, Chesapeake H.O.G. Chapter offers a full calendar of riding and social events throughout the year—from early spring through late fall, with many members riding year-round.

Beyond the road, we host bike nights, barbeques, charity events, and a holiday party—building a community that goes well beyond riding.

  • Organized group rides from one hour to multi-day trips
  • Welcoming, diverse riding community
  • Opportunities to support local charities
  • New member rides and support from chapter officers

How to join

  • Attend a monthly meeting or join us as a guest on a ride
  • Hold a current national H.O.G. membership
  • Annual chapter dues: $20 per person

We meet the second Wednesday of every month at 7 pm at the Darlington/Dublin VFW Post 10146.

Get in touch
Our Officers

Meet the team

Matt Scraff
Matt Scraff
Director
Jay Bradley
Jay Bradley
Assistant director
Walt Hilsbos
Walt Hilsbos
Treasurer
Jerry Minokowski
Jerry Minokowski
Chapter secretary
Ryan Weintzweig
Ryan Weintzweig
Head Road Captain
Mike Hoeck
Mike Hoeck
Membership officer
Doug Jones
Doug Jones
MDAMRA events coordinator
Bob Cooley
Bob Cooley
Safety officer
Pam Kolscher
Pam Kolscher
Sunshine girl
Connie Terry
Connie Terry
Activities Officer
Contact

Get in touch

Have a question or want to ride with us? Send us a message and we’ll get back to you.