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Lexington

The best road cycling routes around Lexington

4.5

(2)

76

riders

21

rides

Road cycling routes around Lexington traverse a landscape characterized by rolling hills, lush parklands, and scenic countryside. The region's geology, including limestone formations, contributes to varied terrain suitable for road cycling. Routes often feature a mix of open roads and tree-lined sections, providing diverse riding experiences. The area offers a network of roads that cater to different distances and elevation profiles.

Best road cycling routes around Lexington

  • The most popular road cycling route is Woods Creek Park loop from Lexington

Last updated: July 8, 2026

15

riders

#1.

Goshen Pass loop from Lexington

74.6km

03:26

760m

760m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

5.0

(1)

7

riders

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

The Natural Bridge of Virginia – Caverns at Natural Bridge loop from Lexington offers a moderately challenging road cycling experience through the stunning Rockbridge County. You'll pedal through rolling hills…

Moderate
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Popular around Lexington

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Cycling around Lexington

Tips from the Community

Jamie S.
August 2, 2024, Natural Bridge State Park Visitor Center

The Visitor Center and Bridge Entrance at Natural Bridge State Park serve as the starting point for exploring the park's main attractions, including the Natural Bridge along the Cedar Creek Trail. The Visitor Center offers amenities such as restrooms, a gift shop, and informative displays about the park's geology, history, and natural features. It's also where visitors can purchase admissions tickets and receive maps and guides for their visit. It is open from 10 am – 6 pm and the fee is $9 per persons 13 years and older, and $6 per person ages 6-12. Children younger than six are free.

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The Natural Bridge in Virginia's Natural Bridge State Park is a stunning geological formation located along the Cedar Creek Trail. Standing 215 feet high and 90 feet wide, this natural limestone arch was carved by Cedar Creek over millions of years. The bridge has a rich history; once considered sacred by the Monacan people and later surveyed by a young George Washington, it is a National Historic Landmark, drawing visitors to marvel at it and explore the surrounding trails. The Cedar Creek Trail beneath the bridge offers a scenic 1.6-mile walk, passing by the bridge, a waterfall, and the Monacan Indian Living History Exhibit, making it a popular destination for locals and visitors alike.

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Woods Creek Park is a lovely local park on the western side of Lexington, Virginia. There is a playground, open green spaces, and a picnic pavilion. The Woods Creek Trail also runs through and ends at this park, making it a great place to begin or end your hike along it.

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The Woods Creek Trail is a gravel multi-use trail that links the historic Jordan's Point with Woods Creek Park through the Washington and Lee University and the Virginia Military Institute's (VMI) campuses. This is a great urban trail on the northwestern side of Lexington.

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The Jordan's Point Historic District is located in Jordan's Point Park in Lexington, Virginia. Developed around 1800 by John Jordan and John Moorhead, the site originally housed a sawmill. In 1806, they dammed the Maury River and constructed a cotton mill in 1808. Although only foundations and the millrace remain from these early industrial activities, notable surviving structures include the miller's house, built around 1815, which is now a local museum, and a chapel built in 1874. The district's historical significance was recognized in 2016 when it was listed on the National Register of Historic Places.

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Amy
September 18, 2022, Caverns at Natural Bridge

An interesting network of caverns 34 stories beneath the earth. Discovered just before the 20th century, these are some of the most impressive caverns on the East Coast. The caverns are open from 10am until 5pm March until November and on weekends only December to February. Tickets cost $19. Don't forget to pack a jacket – it's chilly in the caverns.

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Amy
September 18, 2022, Natural Bridge of Virginia

Natural Bridge is a 215-foot-high (66 m) arch carved into a limestone gorge by Cedar Creek. The creek would once have flowed under the bridge. The bridge is a Virginia and National Historic Landmark and part of the Natural Bridge State Park.

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The Natural Bridge was formed by erosion left by Cedar Creek, a tributary of the James River, in the limestone over time. At a height of 67 m, it spans 27 m. It has been designated as a state park since 2016. https://www.dcr.virginia.gov/state-parks/natural-bridge#general_information https://en.wikipedia.org/wiki/Natural_Bridge_(Virginia)

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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes around Lexington?

Road cycling routes around Lexington feature a diverse landscape of rolling hills, lush parklands, and scenic countryside. The region's limestone formations contribute to varied terrain, offering a mix of open roads and tree-lined sections suitable for different riding experiences.

Are there road cycling routes suitable for beginners in Lexington?

While there are no routes specifically categorized as 'easy' in the komoot guide, many of the 'moderate' routes can be approached by beginners with some cycling experience. The region's terrain generally includes rolling hills, so some elevation gain is common.

What is the best time of year for road cycling in Lexington?

The spring and fall seasons generally offer the most pleasant conditions for road cycling in Lexington, with milder temperatures and beautiful scenery. Summers can be hot and humid, while winters may bring colder temperatures and occasional precipitation, requiring appropriate gear.

Are there any long-distance road cycling options available?

Yes, Lexington offers several longer road cycling routes. For example, the Natural Bridge of Virginia – Caverns at Natural Bridge loop from Buffalo Bend covers approximately 48.5 miles (78 km) with significant elevation changes, providing a challenging long-distance ride.

Can I find road cycling routes that form a loop in Lexington?

Many of the road cycling routes in Lexington are designed as loops, allowing you to start and end at the same point. A popular option is the Woods Creek Park loop from Lexington, which is about 31.6 miles (50.8 km) long and explores the park's surroundings.

What do other road cyclists enjoy most about road cycling in Lexington?

The road cycling routes in Lexington are highly rated by the komoot community, with an average score of 4.5 stars. Reviewers often praise the varied terrain, scenic countryside, and the challenge provided by the rolling hills and natural rock formations.

Are there any challenging road cycling routes for advanced riders?

Yes, for advanced riders seeking a challenge, there are routes with significant climbs and descents. The Natural Bridge of Virginia – Caverns at Natural Bridge loop from Lexington, for instance, is a moderate route that features substantial elevation changes through areas with natural rock formations, offering a demanding ride.

Are there routes that pass by notable natural features?

Absolutely. Several routes take you through areas known for their natural beauty. The Natural Bridge of Virginia – Caverns at Natural Bridge loop from Food Lion leads through varied topography and past impressive natural rock formations, offering scenic views during your ride.

How many road cycling routes are available in the Lexington area?

There are over 10 road cycling routes documented in the komoot guide for the Lexington area, offering a range of distances and elevation profiles to suit different preferences.

What is the typical difficulty level of road cycling routes in Lexington?

The majority of road cycling routes in Lexington are classified as 'moderate' due to the region's rolling hills and varied terrain. There are also a few 'difficult' routes for experienced cyclists seeking more challenging climbs.

Can I find routes that offer a mix of open roads and shaded sections?

Yes, many routes in Lexington provide a diverse riding experience with a mix of open roads that offer expansive views and tree-lined sections that provide shade and a different aesthetic, especially pleasant during warmer months.

Are there any shorter road cycling loops around Lexington?

For a shorter option, consider the Woods Creek Park loop from Lexington, which is approximately 17.3 miles (27.8 km) long. This route still offers the characteristic rolling hills of the region but in a more condensed format.

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