5.0
(2)
52
riders
4
rides
Road cycling around Leesburg offers diverse landscapes, from tree-lined streets to routes through rolling hills and vineyards. The region features extensive trail networks, including the paved Washington & Old Dominion Trail, which provides a largely flat route through countryside landscapes. Leesburg's terrain includes varied elevations, with some routes leading to higher points like Sugarloaf Mountain Road, while others remain relatively flat. The area also provides access to natural features such as the Potomac River and numerous parks.
Last updated: June 26, 2026
4
riders
43.6km
01:47
170m
170m
This easy 27.1-mile (43.6 km) road cycling loop around Lake Dora offers picturesque views and takes about 1 hour and 47 minutes.
48.4km
02:19
240m
240m
The Lake Sumter to Lake Weir loop offers a dynamic road cycling experience, blending picturesque lakeside views with glimpses of local life in Central Florida. You'll traverse a varied landscape,…

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5.0
(1)
6
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5
riders
30.4km
01:13
90m
90m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
1
riders
59.6km
02:26
300m
300m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Leesburg
Lake Sumter is a lake within The Villages, an age-restricted community. There is a paved path that runs parallel to Morse Blvd and offers great views of the lake.
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This well-manicured roundabout is near the Tavares town center, with Memorial Park, Lake County Historical Museum, Lake County Court, and more all within a one-block radius. This is also one end of the Tav-Lee Trail.
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Eaton's Beach is the name of the beach and the restaurant that sits next to it. The food, drinks, service, and views from the restaurant are all top notch. The beach along Lake Weir is nice and sandy and you're able to rent all manner of beach and water equipment should you so desire.
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Grantham Pointe Park is home to one of Mount Dora's famous landmarks - the Mount Dora Lighthouse. The park is known for fishing, wildlife viewing, and waterside picnics.
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Leesburg offers a diverse range of road cycling terrain. You'll find extensive paved trail networks like the Washington & Old Dominion Trail, which provides a largely flat route through countryside landscapes. Beyond the trails, the region is characterized by rolling hills and picturesque vineyards. Some routes, such as the Sugarloaf Mountain Road loop from 39, feature notable elevation gains, while others remain relatively flat, catering to various fitness levels.
Yes, Leesburg has several options suitable for families and those looking for an easier ride. The Washington & Old Dominion Trail (W&OD Trail) is a 45-mile paved trail that passes directly through Leesburg, offering a scenic and largely flat experience. Additionally, the Lake Dora loop is an easy 27.1-mile ride, perfect for a relaxed outing.
For advanced road cyclists seeking a challenge, Leesburg offers routes with significant elevation changes and longer distances. The Sugarloaf Mountain Road loop from 39 is a moderate 30.4-mile route known for its rolling terrain and notable elevation gain. Another moderate option is the Lake Sumter to Lake Weir loop, which covers 30.1 miles with varied scenery.
The best time for road biking in Leesburg is generally during the spring and fall. These seasons offer pleasant temperatures and beautiful scenery, especially in autumn when the fall foliage transforms the landscape. Summer can also be enjoyable, though it can be warmer and more humid. Winter riding is possible but may require appropriate gear for colder temperatures.
Yes, Leesburg features several excellent loop road cycling routes. Popular options include the Lake Dora loop, an easy 27.1-mile ride, and the Lake Sumter to Lake Weir loop, a moderate 30.1-mile route connecting two scenic lakes. For a more challenging loop, consider the Sugarloaf Mountain Road loop from 39, which offers significant elevation gain over 30.4 miles.
Parking for road cycling routes in Leesburg is available at various access points, particularly along the Washington & Old Dominion Trail. Many town parks, such as Ida Lee Park, also offer parking and connect to the broader Leesburg Bike Trail Network. For specific routes, checking the komoot tour details will often provide information on recommended starting points and parking facilities.
Yes, Leesburg and the surrounding Loudoun County are well-equipped with amenities for cyclists. The W&OD Trail passes directly through Leesburg, offering easy access to cafes and restaurants in town. Additionally, many routes traverse Loudoun County's 'DC's wine country,' where you can find numerous wineries and coffee shops, often with beautiful settings perfect for a post-ride stop.
While many multi-use trails in Leesburg are dog-friendly for walking, cycling with dogs typically depends on the specific trail rules and your dog's ability to keep pace safely. For instance, Ball's Bluff Battlefield Regional Park, which includes a portion of the Potomac Heritage Trail, is known for being dog-friendly for walking. Always check local regulations for cycling with pets on specific trails or roads.
Leesburg's road cycling routes offer access to a variety of natural features and attractions. You can enjoy views of the Potomac River, explore the tree-lined streets of Leesburg, and cycle through picturesque vineyards. Nearby attractions include Emeralda Marsh Trail and Van Fleet State Trail. The area also boasts parks like Venetian Gardens Park and Leesburg Veteran's Memorial Park.
While the W&OD Trail is popular, Leesburg's extensive network of 176 cycling routes means there are many options for less crowded rides. Exploring routes that venture into the surrounding Loudoun County countryside, particularly those through vineyards or less-trafficked rural roads, can offer a more serene cycling experience away from the main trails. The Leesburg Bike Trail Network also includes shared-use paths that might be less busy than the W&OD at peak times.
The Leesburg Bike Trail Network, established in 2017, is a collaboration that added over 10 miles of shared-use paths, bike lanes, and share-the-road routes. This network connects to the main W&OD Trail and provides access to key locations like Morven Park and Ida Lee Park, offering additional cycling options within and around the town.
Absolutely! Loudoun County is renowned as 'DC's wine country,' and many road cycling routes around Leesburg are designed to take you through this scenic region. You'll find routes that wind past dozens of wineries, offering beautiful views and opportunities to stop and enjoy the local produce after your ride.


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