32 miles, 1800 feet elevation.  Scenic rural roads on rolling hills with a few challenging climbs. Come ride with us on some of our favorite roads in the Montgomery County Agricultural Reserve. For Intermediate Riders (average pace 11-13 mph). Note, we are  also offering a shorter ride for advanced beginners. 

Leaving from Poolesville, MD we will explore some of our favorite areas in the Montgomery County Agriculture Reserve passing working farms, cornfields and woodlands. In 1980, the county designated 93,000 acres to be reserved primarily for agricultural use. This area is now a favorite of cyclists in the region due to low-traffic roads and beautiful scenery. This ride is suitable for intermediate riders who like hills. Our average pace will be 11-13 mph. As with all our 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. 

20 miles, elevation 930 feet. For advanced beginners (average pace 10 - 12 mph).  Route includes rolling hills and a few good climbs. We are also offering a longer ride for intermediate riders.

Join us for a ride in the Montgomery County Agricultural Reserve and learn why the Ag Reserve is the envy of cyclists in the mid-Atlantic. We’ll ride on some of the most beautiful roads in the Reserve-- passing by active farms, horses, orchards, woods and streams. We'll ride on paved country roads with very light traffic. Mostly rolling hills with a couple of climbs. Good for advanced beginners ready to try a more challenging ride.

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

There is limited space, so please register early.  After you complete your registration, you will receive a confirmation email with additional event details and start location.

46 miles, elevation 1800 feet. For intermediate and advanced riders.  Mostly low-traffic, country roads with rolling hills. 

We're excited to offer this fantastic ride with gorgeous scenery in Clarke County, VA which is nestled in the Shenandoah Valley. We'll ride past working farms, old country estates and through historic towns, with the mountains in the distance. We even make a brief foray into West Virginia. This ride is well worth the drive to get there!

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. 

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.