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Routes
Bike touring routes & trails
United States
Virginia
Fauquier County
The Plains

Hopewell Road Steep Section – Middleburg, Virginia loop from The Plains

Routes
Bike touring routes & trails
United States
Virginia
Fauquier County
The Plains

Hopewell Road Steep Section – Middleburg, Virginia loop from The Plains

Hard

4.9

(8513)

8,514

riders

Hopewell Road Steep Section – Middleburg, Virginia loop from The Plains

06:53

81.5km

970m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: March 16, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Bull Run Mountains Natural Area Preserve

Waypoints

A

Start point

Parking

Get Directions

1

87 m

The Plains

Highlight • Restaurant

2

13.1 km

Hopewell Gap

Highlight • Mountain Pass

Hopewell Gap runs through the middle of the Bull Run Mountains. It had a strategic roll for military maneuvers during the Civil War, there was also a POW camp at …

Tip by

3

13.7 km

Hopewell Road Steep Section

Highlight • Climb

This section of Hopewell Road, a forested, scenic road in Ashburn is quite steep. Be ready for some hard work if cycling up, or some fast riding if coming down! …

Tip by

4

30.2 km

Battle of Aldie

Highlight • Historical Site

A little Civil War history stop!

Tip by

5

31.0 km

Watch out for horses!

Highlight • Natural

Middleburg livin' up to it's name.

Tip by

6

32.6 km

Gravel road covered by a canopy of trees!

Highlight (Segment) • Trail

Beautiful stretch of smooth gravel. The road is lined with trees, so there is a lot of shade as you are riding, so this is a great option for a hot, sunny day.

Tip by

7

35.5 km

Greenhill Vineyards

Highlight • Restaurant

Literally the best popcorn (truffle) I've ever had! Have them remove the butter to make it vegan. The wine and views are also great. My favorite winery I've been to thus far in Virginia. A must stop!

Tip by

8

40.3 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

B

81.5 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

68.2 km

12.3 km

1.02 km

< 100 m

Surfaces

48.6 km

22.5 km

9.10 km

1.19 km

109 m

106 m

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Elevation

Elevation

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

Highest point (330 m)

Lowest point (110 m)

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Weather

Powered by Foreca

Today

Wednesday 27 May

27°C

19°C

85 %

Additional weather tips

Max wind speed: 10.0 km/h

to get more detailed weather forecasts along your route

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

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