4.6
(100)
6,060
riders
184
rides
Road cycling around Annandale, Virginia, features a diverse landscape with rolling hills, wooded stream valleys, and extensive park systems. The region provides a network of roads suitable for various cycling preferences, from moderate loops to routes with significant elevation gain. Cyclists can explore areas with a mix of open country and forested sections, often following river valleys. This blend of natural features and varied terrain makes Annandale a compelling destination for road cycling.
Last updated: June 30, 2026
48
riders
24.5km
01:38
150m
150m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
36
riders
17.7km
00:43
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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29
riders
18.0km
00:48
110m
110m
The Bluemont Caboose – Four Mile Run Trail loop offers a delightful road cycling experience, blending urban charm with natural beauty. You'll pedal along mostly flat, paved paths that wind through wooded areas, residential neighborhoods, and open fields, often alongside the Four Mile Run stream. Keep an eye out for public art installations and the iconic historic caboose at Bluemont Junction Park, which serves as a unique landmark on your journey.
This easy 11.2-mile (18.0 km) loop, with a gentle 354 feet (108 metres) of elevation gain, is designed for accessibility, taking approximately 48 minutes to complete. It's an ideal choice for cyclists of all skill levels looking for a quick, enjoyable ride. Parking is generally available near the Falls Church starting point, making it convenient to access for a spontaneous outing.
Part of the larger Arlington Loop, this trail connects to other regional routes like the W&OD Trail, offering versatility for longer rides if you choose to extend your adventure. The Four Mile Run Trail itself stretches for about seven miles, providing a continuous scenic corridor through diverse landscapes, from tree-covered sections to views of sports fields and community gardens.
24
riders
43.5km
02:07
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Great bike shop, coffee, and after ride refreshment. Beer and Wine.
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Bike shop with service area, beer, bathrooms, energy supplies and bike pumps!
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Great place for coffee and food. Usually have free water available by the W&OD trail if you need rehydration on route!
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Great cycle shop with coffee, beer, snacks, energy bars,restrooms and super helpful staff. They have bike pumps available as well as a fully functioning bike servicing shop.
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The Old Dominion Trail is officially part of the Washington & Old Dominion Railroad Regional Park and is a 45‑mile paved rail‑trail winding through Fairfax County. The trail is popular with walkers, runners, and cyclists.
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Annandale offers a wide variety of road cycling routes, with over 180 options available. These routes cater to different skill levels, from easy rides to more challenging excursions.
Yes, Annandale provides numerous options for less experienced cyclists and families. There are nearly 60 easy road cycling routes, offering relaxed rides through scenic countryside and accessible park trails. These routes often feature gentle elevations and paved paths, making them ideal for a leisurely outing.
For experienced road cyclists seeking a challenge, Annandale offers routes with significant elevation gain and longer distances. While most routes are moderate, there are a few difficult options available. The region's rolling hills and varied terrain provide opportunities for more strenuous rides, such as the Hagedorn Preserve – Penwell Mountain Farm loop from Lebanon, which features over 1900 meters of elevation gain over 55.8 miles.
Road cycling in Annandale offers diverse scenery, characterized by rolling hills, wooded stream valleys, and extensive park systems. You'll find a mix of open country, forested sections, and routes that often follow river valleys. Many paths wind through parks like Wakefield Park and Mason District Park, providing a blend of natural beauty and accessible trails.
Yes, many road cycling routes in Annandale are designed as loops, allowing you to start and end at the same point. For example, the Hains Point – Thomas Jefferson Memorial loop from Van Dorn Street is a popular 30.2-mile option, and the Lake Accotink – Along Lake Accotink loop from West Springfield offers scenic views around the lake.
Annandale's routes often pass through or near several natural features and parks. You might encounter the woodland trails and creeks of Hidden Oaks Nature Center, or the extensive paths of Wakefield Park. Nearby, you can also find scenic lakes such as Lake Accotink and Lake Mercer, which are often incorporated into cycling routes.
The road cycling routes in Annandale are highly rated by the komoot community, with an average score of 4.5 stars from nearly 100 reviews. Cyclists often praise the region's diverse landscape, which includes rolling hills, wooded stream valleys, and well-maintained park trails. The variety of routes, from relaxed rides to more challenging options, is also frequently highlighted.
While the immediate Annandale area is rich in natural parks, some routes may lead to or near significant historical sites. For instance, the Hains Point – Thomas Jefferson Memorial loop from Van Dorn Street offers urban and scenic views along the Potomac River, bringing you close to landmarks like the Arlington National Cemetery and the Tomb of the Unknown Soldier.
Yes, Annandale is home to an extensive park system with many trails suitable for road cycling. Parks like Wakefield Park, Mason District Park, and Annandale Community Park feature paths that are often integrated into longer cycling routes. The Gerry Connolly Cross County Trail also has sections running through Annandale, offering both paved and unpaved paths through stream valleys and wooded areas.
Absolutely. The region's interconnected trail network allows for routes that link various parks and natural spaces. For example, the Lake Accotink Park – Wakefield Park loop from Woodburn connects two prominent local parks, offering a diverse ride through different landscapes. There's also a proposed Annandale Greenway aiming to link seven parks from east to west.
Annandale offers enjoyable road cycling for much of the year. Spring and fall typically provide the most comfortable temperatures and beautiful scenery with changing foliage. Summer can be warm, but shaded routes through wooded parks offer some relief. Winter cycling is possible, though conditions may vary, and it's always advisable to check local weather and trail conditions.
Yes, several routes in Annandale offer scenic water views. The Lake Accotink – Along Lake Accotink loop from West Springfield provides beautiful vistas of Lake Accotink and its surrounding parkland. The Holmes Run Stream Valley Trail also features babbling brooks and a peaceful pond, ideal for a ride alongside water.


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