Did you know that our events are posted on our Meetup and Facebook pages? We also have a page on Instagram and Linkedin! We have some exciting events coming up and look forward to your joining us!
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39 miles, 1400 feet elevation. Good for Intermediate and Advanced Riders. Scenic country roads with rolling hills.
Join us for a ride in beautiful Fauquier County, Virginia with farms, forests and history. We'll start at Powers Brewery where after the ride we'll enjoy drinks, food and conversation. If you've participated in the Great Pumpkin Ride, you'll be familiar with many of these wonderful rural roads with rolling hills and low traffic.
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.
29 miles – mostly flat and on bike trails with two hills. Suitable for advanced beginners and above.
Join us for a great summer 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.
28.5 miles, 1835" elevation. Suitable for intermediate and advanced riders. Gravel roads with both choppy hills and rolling roads.
This is a more challenging gravel ride for those with more experience or who have enjoyed some of our rides out of Bluemont. This ride will start in Purcellville and make a lollipop that reaches Lovettsville. We’ll stop for a coffee and a snack at Back Street Brews and then make our way back to Purcellville. This route has 1835 feet of climbing over 28.5 miles. There are some choppy hills at the start and then it is a bit more rolling in the second half. We’ll have 67% gravel and 33% road.
We’ll pass by farm fields and horse paddocks in open landscape, but also ride on shady and fun gravel roads. This is an intermediate ride, and you may feel like you have ridden 40 miles on the road when you're finished. You must be comfortable handling some uneven terrain and should have tires that are at least 35mm, preferably with some textured tread. Gravel bikes, road bikes with 35mm+ tires, hybrids with 35mm+ tires, or mountain bikes are all options.
We invite you to park at the W&O parking in Purcellville, where there are restrooms nearby. There are also coffee shops and food nearby, so we can always grab a bite afterwards.
There will be a leader and sweep, and no one will be left behind.
There is limited space, so please register early. This ride is free for Members but you must register.
34 miles, elevation 2,200 feet. For intermediate and advanced riders. Paved, mostly rural roads with rolling hills and a few challenging climbs.
Starting in Fulton, MD, we'll head northwest into Howard County traversing through farmland and forested areas, old and new communities. There are a few challenging hills and some fun rollers. We’ll stop at High's for our break mid-way. This is a no- drop ride, with a leader and a sweep and no one will be left behind.
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 Premium Members, you do need to register.
40 miles, 573 feet elevation. On a paved, mostly flat trail with just a little street riding. Suitable for intermediate and advanced riders (and advanced beginners who can do the mileage).
Join us for this great ride and discover two DC cycling gems: the Anacostia River Trail (ART) and the Frederick Douglass Memorial Bridge. After starting at Hains Point, we’ll pass Audi Field and then cross the Anacostia River using the stunning Frederick Douglass Memorial bridge which has a separate, protected and very wide pedestrian/cycling lane. We then ride on the paved, nearly flat Anacostia River Trail (ART) that along beautiful wetlands and the Anacostia River. We’ll take a spin around Lake Artemesia, a lovely man-made lake, after passing College Park Airport, the oldest continually working airport in the world! Along the way, we’ll stop at Vigilante Coffee in Hyattsville. Then we’ll make our way back to our starting point, crossing the river and riding by The Wharf.
This is a no- drop ride, with a leader and a sweep and no one will be left behind.
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. Our ride starts at Burwell-Morgan Mill, which was built in the 1780's, and where we'll return to picnic after the ride. This ride is well worth the drive to get there!
35 miles on flat roads and bike trail. For advanced beginners (who can ride the distance) and above. Suitable for all types of bikes.
One of our most popular rides! Kent Island is the largest island in the Chesapeake Bay and was the location of the first European settlement in Maryland. From its earliest inhabitants (Matapeake Indians) to its present-day status as the gateway to the Eastern Shore, Kent Island has played a vital role in the history of Maryland.
Join WWO for a stunning ride on Kent Island. We will travel on the paved bike path that traverses the island, detouring to see neighborhoods, many beautiful water views, a community fishing pier, and a lighthouse. There are multiple stops to admire the views. Moderate social pace, with a leader and a sweep, and no one will be left behind.
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