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Woodburn Road Climb – Middleburg, Virginia loop from Leesburg

Woodburn Road Climb – Middleburg, Virginia loop from Leesburg

Moderate

5.0

(8572)

10,268

riders

Woodburn Road Climb – Middleburg, Virginia loop from Leesburg

03:50

83.4km

820m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: May 15, 2026

Waypoints

Start point

Bus stop

Get Directions

2.80 km

Woodburn Road Climb

Highlight (Segment) • Climb

This road climbs up and down the edge of Hogback Mountain just outside of Leesburg.

Tip by

41.5 km

Middleburg, Virginia

Highlight • Settlement

The historic district of Middleburg is absolutely beautiful and offers several historic building dating back to the 1800s. There are some nice inns and shops to visit. The 'Red Fox …

Tip by

65.3 km

Purcellville Train Station – Washington & Old Dominion Trailhead

Highlight • Rest Area

Trailhead of the W&OD on the Purcellville end of the trail. Lovely place to rest and to meet and chat with other cyclists.

Tip by

71.4 km

Washington & Old Dominion Trail

Highlight (Segment) • Cycleway

This is a great 45-mile (72 km) long rail trail through Northern Virginia. It's a wide path that's asphalted throughout. The trail can be very popular, especially in summer, so watch your speed.

Tip by

73.1 km

Stretch of Washington & Old Dominion Trail

Highlight (Segment) • Cycleway

The stretch of the W&OD from Leesburg to Purcellville (~10 miles) is by far the best section.

Tip by

75.8 km

Clarkes Gap Stone-Arch Bridge on the Washington & Old Dominion Trail

Highlight • Bridge

At 582 feet, Clarkes Gap, was the highest point on the Washington & Old Dominion Railroad. The stone bridge dates from the 1870s, but instead of a railway line now …

Tip by

81.9 km

Goosecup Coffee Shop

Highlight • Cafe

Goosecup is a coffee shop, located in Leesburg, VA. It is is a popular spot with locals and visitors alike and is known for its coffee and cozy atmosphere.

Tip by

82.5 km

Leesburg Quarry (Historical Marker)

Highlight • Historical Site

The Leesburg Quarry is a historical site right off the Washington & Old Dominion Trail. This paved multi-use trail is about 45 miles and is a great way to ride …

Tip by

83.4 km

End point

Bus stop

Way Types & Surfaces

Way Types

60.0 km

17.8 km

4.87 km

763 m

< 100 m

Surfaces

73.3 km

9.78 km

306 m

< 100 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (190 m)

Lowest point (90 m)

Weather

Monday 15 June

25°C

17°C

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Woodburn Road Climb – Middleburg, Virginia loop from Leesburg

Woodburn Road Climb

Middleburg, Virginia

Purcellville Train Station – Washington & Old Dominion Trailhead

Washington & Old Dominion Trail

Stretch of Washington & Old Dominion Trail

Clarkes Gap Stone-Arch Bridge on the Washington & Old Dominion Trail

Goosecup Coffee Shop

Leesburg Quarry (Historical Marker)

Nearby routes

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