10 or 19 miles, minimal elevation on Beach Drive (largely closed to cars), quiet neighborhood streets and a paved trail. For Beginner Riders who want to ride with a group and begin to increase their riding distance. Leisurely pace (8 - 10 miles per hour).

Have you wanted to ride with a group but you weren't sure you were ready or that you could ride far enough? This is the ride for you! On this social-paced ride, you'll enjoy the beauty of Rock Creek Park where most of the road is closed to traffic. We'll start on quiet streets in Kensington and then the shorter ride will head north on Beach Drive (in Maryland), while the longer ride will head in the opposite direction. After turning around at the mid-points, we'll meet up again at BabyCat Brewery for more fun. Before starting the ride, we'll go over tips for riding in a group and riding safely. (Note: this is not a "how to ride class.") This is a no- drop ride, with a leader and a sweep and no one will be left behind.  Suitable for all bicycle types.

After completing your registration, you will receive a confirmation email with additional event details and start location. If you don't see it, check your junk mail folder.

There is limited space, so please register early. Although this ride is FREE for Members, you do need to register. 

7 miles, Level 5 rating. Suitable for intermediate to advanced hikers. Hike a beautiful stretch of the Appalachian Trail to two of Maryland's premier overlooks.

Join me for a scenic hike along one of Maryland's most popular sections of the Appalachian Trail as we visit both Annapolis Rock and Black Rock. This moderate trek climbs steadily through hardwood forest before rewarding hikers with spectacular cliffside overlooks of the Cumberland Valley, Greenbrier Lake, and the surrounding mountains.

Annapolis Rock offers a dramatic rocky outcrop and sweeping views, while Black Rock, about a mile farther along the trail, provides equally impressive panoramas with fewer crowds. Expect rocky terrain, steady elevation gain, and plenty of opportunities to stop for photos and enjoy the views. This hike is ideal for those looking for a rewarding day on the trail with some of the best vistas in Maryland.

As with all WWO hikes, there will be a leader and a sweep, and no one will be left behind.

After you complete your registration, you will receive a confirmation email with additional event details and start location.

There is limited space, so please register early. Although this hike is FREE for Premium Members, you do need to register. 

33 miles, 1800 feet elevation.  Mostly rolling hills with a few challenging climbs. For Intermediate and Advanced Riders.

This ride takes us through the scenic countryside around Warrenton, VA by working farms, creeks, wineries and historic civil war sites. We’ll also ride on the Warrenton Branch Greenway and by Airlie House, a conference center with a rich history.  The ride ends after passing through Vint Hill Farms Station–formerly an Army intelligence (spy!) station during and after WWII–but now the site of numerous private businesses including a craft winery, a brewery, and the Cold War Museum. This ride is on mostly rolling hills, with a couple of challenging climbs. As with all WWO rides, there will be a leader and a sweep, and no one will be left behind.

After you complete your registration, you will receive a confirmation email with additional event details and start location.

There is limited space, so please register early. Although this ride is FREE for Members, you do need to register. 

19 miles mostly on closed roads and paved trails with a few short, steep climbs on residential streets. Suitable for advanced beginners and above on road or hybrid bikes. 

What a fun ride! Leaving from Bethesda, we will travel on residential roads, bicycle trails and the now permanently closed-to-traffic roads of Rock Creek Park to arrive at the National Zoo. Once there, we will receive a special tour by our ride leader who also volunteers at the zoo and will provide us with the inside scoop on zoo residents and conservation efforts. We’ll have lunch at the zoo and warm up before heading back to Bethesda along the Capital Crescent Trail (up a long but gradual hill). As with all our rides, we will have a leader and sweep, and no one will be left behind.

After completing registration, you will receive a confirmation email with additional event details and start location.

There is limited space, so please register early. Although this ride is FREE for Members, you do need to register. 

28 miles – mostly flat and on bike trails with two hills. Suitable for advanced beginners and above. 

Join us for a great ride in Virginia, near Lorton. This ride visits Gunston Hall, Pohick Bay Regional Park and Mason Neck Park with views of the Potomac River and Belmont Bay. Mason Neck Park is a major refuge for bald eagles, osprey and other birds that migrate through the area. This is also the site of historic Native American settlements and early European settlers. The ride is mostly flat on bike trails with just two hills. Suitable for all bicycle types. As with all WWO rides, we will have a leader and sweep and no one will be left behind.

After you complete your registration, you will receive a confirmation email with additional event details and start location.

There is limited space, so please register early. Although this ride is FREE for Members, you do need to register. 

6 miles, Level 8 hike suitable for intermediate to advanced hikers.

Sugarloaf Mountain is a beautiful natural area located about 10 miles south of Frederick, Md. and is known for its scenic views, hiking trails, and unique rock formations.

The area is privately owned by Stronghold, Inc., a non-profit corporation, organization by the late Gordon Strong. It owns and operates the mountain property for the public's "enjoyment and education in an appreciation of natural beauty."

Because of its geological and natural history interest, it was designated as a National Natural Landmark in 1969. The mountain also has historical significance, having been used as an observation point during the American Civil War.

Please join me for a walk through the woods among the mountain laurel to the top of ridges that provide picturesque views of the surrounding piedmont area below. We’ll experience an elevation gain of 1,355 feet. Note, the trail is mostly rocky and can be slippery when leaf covered. I recommend sturdy shoes/boots and trekking poles.

Gordon Strong believed that "...those who appreciate natural beauty will be better people, people who treat each other better."

 As with all WWO hikes, there will be a leader and a sweep, and no one will be left behind.

After you complete your registration, you will receive a confirmation email with additional event details and start location.

There is limited space, so please register early. Although this hike is FREE for Premium Members, you do need to register.