
What we’re about
The purpose of this group is to give our fellow Maryland bike riders opportunities to:
- explore familiar and new bike trails mostly in MD, and occasionally in DC, VA, DE, PA, NJ and NY.
- socialize and make new friends.
- have fun while exercising.
- travel with a familiar group to participate in day trips and weekend getaways for bikers
- travel with a familiar group to participate in larger bike events such as "Bike Philly"
- volunteer for bike events
- support bike advocate groups such as Bike Maryland and WABA.
Although most participants have been in the over 40+ age range, we welcome bikers of all ages, as well as all skill levels, gender identifications, ethnicities, races, etc.
Most of the events are for casual bicycle riding on scenic trails. We target rail and greenway trails, which are bicycle-friendly trails that tend to parallel old train tracks, canals, and rivers. Since trains did not do well on anything over a 3% grade, these trails are amazingly flat. They go through some beautiful areas and quaint towns, often where food and drink are plentiful.
We avoid streets as much as possible, although some of the trails may include a bike lane or shoulder for a small portion of the ride. Only a small number of routes use roads more than 25% of the time. Any route that is mostly on roads will be titled with "ROAD RIDE " so they can be easily identified.
Although we are mainly interested in "day trips," We also like to schedule at least one overnight each year.
Most rides will have distance options such as 10, 15, 20, etc., that you can choose from. And we'll range between 8 - 15 mph (some of us are slower, some are faster). This will make for a pretty laid-back ride and riders of just about any skill level should be fine. This is not about performance!
Group Fees
At this time there is no event fee or annual group fee. But please consider making a small donation to offset the $300 annual Meetup fee, the $80 annual Ride with GPS fee, and the huge number of hours the organizer's use to research destinations, check for trail construction, parking, writing, answering member questions, etc. in lieu of doing their personal errands.
Volunteer organizers are needed
If you’re in the mood to ride a particular trail and would like to let others join you, let me know and I’ll gladly add your event and put you as the organizer - even if there’s already a bike trip listed the same day. The more the merrier!
What do I need to bring?
Bike details: A proper-fitting bike that has had a maintenance check. Hybrids, mountain bikes, and road bikes (as long as they don't have the ultra-thin tires); the trails tend to be a mixture of asphalt, crushed limestone, and gravel.
Helmet: Required to be worn when seated/riding a bike.
Some other gear that is almost mandatory:
- Water (water bottles or a backpack style hydration system)
- Spare tube: Even if you don't know how to change a flat, someone in the group will be able to do it for you and it's MUCH easier to change a tube than to patch one
- Bike tools (a tire repair and patch kit and spare tube is always a good idea)
- Bike lock (we do stop for food and drink and the bike is not always in view)
- A payment method
- Good attitude (we're fun people!)
Other things to consider:
- Bug spray
- Sunscreen
- Sunglasses
- Small first aid kit
- Bike bag to hold everything
- Biking shorts (padded shorts may look strange to the uninitiated, but they sure do the trick)
- In cooler seasons, wear an upper layer that can be removed when you get warmed up.
- Please read our group rules
Please Note
We place limits on the number of riders that can join any single ride. Be aware of this when you join a ride. If you find you won't be able to make the ride, please move yourself from ‘Going’ to ‘Not Going’ ASAP and no later than 24 hours before the event start time to give others the chance to join. If you wait till the day of the event then you’re not giving others the time to take your place. Please don’t RSVP to an event just to add it to your calendar; only RSVP if you truly feel you will make it.
Make sure you get to the Meetup location before start time. Give yourself enough time to get your bike off/out of the car and ready by the start time (at least 15 minutes). Especially in summer, it’s too hot to stand around waiting for late arrivals to get ready. If you’re running late, please message the group on Meetup so we know whether to leave or wait a bit.
Upcoming events
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NYC 5 Boro Bike Tour 2026 (40-mile route)
Bowling Green, Broadway and Whitehall Street, New York, NY, USOfficial website: TD Five Boro Bike Tour - Bike New York
## Registration
2026 Tour registration is open! Sign up now.
## Standard (Adult & Youth)
Standard registration for adults and youth costs $157.56 (including processing fees), $31 of which is a tax-deductible charitable donation to Bike New York to help fund our free bike education, advocacy, and community outreach programming. Standard registration includes:
- Rider Identification Kit (helmet cover, bib & bike plate) – this is your key to enter and participate in the Tour
- Snacks and entertainment at rest areas along the route
- Fully supported route with additional water stops
- Access to free bike repair along the route (labor is free; parts may cost extra)
- Access to SAG (Support and Gear) vehicles
- Entry to the Finish Festival on Staten Island
- Special edition finisher medal
TEAMS NOTE: If you want to ride with friends and family, we strongly recommend you create/join a team, so you’ll all be assigned to the same start wave. The team name for this group is "Team Jess Boyd Awesome!"
For more information, visit our FAQ page and click on the teams question.5 attendees
Hudson Valley Inn to Inn Tour - Possible Time Slot
Tarrytown Metro-North Station, 1 Depot Plaza, Tarrytown, NY, USOnly RSVP if you're seriously interested and would like to be kept in the loop. Some of us are interested in doing this tour together. We're just not sure which date yet. Once it is confirmed, I will announce it.
Check back to see if the date has changed.
Details can be found here:
4 Day Hudson Valley Bike Tour - Pocono Biking - Pocono Biking
Below are the advertised dates:
May
- 10th – 13th
June
- 14th – 17th
August
- 9th – 12th
September
- 20th – 23rd
- 27th – 30th
October
- 11th – 14th
If the date you are interested in is currently sold out, please click here to join our waitlist!
Private Trips may be available on alternative dates for groups of 8 or more. To arrange a private trip, please give us a call at 570.732.5007.2 attendees
Past events
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