Sidewinder Trail and Dark Branch Loop
Sidewinder Trail and Dark Branch Loop
2.7
(6)
92
hikers
Sidewinder Trail and Dark Branch Loop
02:08
8.05km
70m
Hiking
Embark on the Sidewinder Trail and Dark Branch Loop for a moderate hike that covers 5.0 miles (8.1 km) with a gentle elevation gain of 240 feet (73 metres). You can expect to complete this scenic route in about 2 hours and 8 minutes. As you hike, you will discover…
Last updated: April 23, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
805 m
Horse trailer loading
Highlight • Rest Area
Tip by
8.05 km
End point
Way Types & Surfaces
Way Types
5.74 km
1.63 km
687 m
Surfaces
5.78 km
1.43 km
495 m
312 m
< 100 m
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Elevation
Highest point (180 m)
Lowest point (120 m)
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Weather
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Today
Monday 25 May
23°C
15°C
76 %
Additional weather tips
Max wind speed: 6.0 km/h
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This route was planned by komoot.
Frequently Asked Questions
How long does it typically take to hike the Sidewinder Trail and Dark Branch Loop?
The combined Sidewinder Trail and Dark Branch Loop is approximately 8 km (5 miles) long and generally takes around 1 hour and 27 minutes to complete. This provides a good balance of exercise and enjoyment for hikers.
What is the difficulty level of this hike?
This loop is generally graded as moderate for hiking. The Dark Branch Loop portion is considered easy with minimal climbs, while the Sidewinder Trail section is rated as intermediate. It offers a moderate workout with some climbs and a generally smooth tread.
What is the terrain like on the trail?
The trail winds through varied terrain, featuring some climbs and a generally smooth tread. You might encounter a few roots, and given its multi-use nature, be prepared for potential mud puddles and horse droppings. The scenery includes gorgeous views and creeks.
Are there any historical sites or notable features along the way?
Yes, Little Bennett Regional Park, where this trail is located, is rich in history. The trail might lead past historical sites such as the Montgomery Chapel Cemetery and the Ziggler Log House, offering a glimpse into Montgomery County's past from the 1700s to the 1900s.
Where can I park to access the Sidewinder Trail and Dark Branch Loop?
Parking is available within Little Bennett Regional Park. The highlight Horse trailer loading suggests facilities for equestrian users, which often indicates a designated parking area suitable for vehicles as well.
Is the Sidewinder Trail and Dark Branch Loop dog-friendly?
Yes, dogs are permitted on this trail, but they must be kept on a leash at all times.
What is the best time of year to hike this loop?
The trail can be enjoyed across multiple seasons. Starting your hike early in the day is recommended to avoid bugs and the midday sun, especially during warmer months.
Are there any fees or permits required to hike in Little Bennett Regional Park?
Little Bennett Regional Park is a public park. Generally, there are no specific permits or entrance fees required for hiking on trails like the Sidewinder Trail and Dark Branch Loop. However, it's always a good idea to check the official Montgomery Parks website for any updated regulations or special event fees before your visit.
Does the trail intersect with other paths?
Yes, the route incorporates sections of several other official trails within Little Bennett Regional Park. These include the Sidewinder Trail (56%), Pine Grove Trail (36%), Dark Branch Trail (29%), Western Piedmont Trail (19%), and Timber Ridge Trail (12%).
What are some tips for hiking this trail?
To make the most of your hike, consider starting early to avoid bugs and the midday sun. Be prepared for potential mud puddles and horse droppings, especially after rain, as it's a multi-use trail. The paths are generally well-marked, making navigation straightforward.