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United States
Virginia
Grayson County

Hilltown

The best walks and hikes around Hilltown

19

hikers

6

hikes

Hiking around Hilltown offers diverse landscapes characterized by hilly terrain and extensive forest cover. The region features cool hemlock forests and burbling brooks, providing varied natural settings for outdoor activities. Hikers can experience sweeping valley views and explore areas dominated by Eastern Hardwood Forests. The topography supports a range of hiking experiences, from gentle paths to more challenging routes.

Best hiking trails around Hilltown

  • The most popular hiking route is New River Trail: Galax to Fries Junction, a difficult…

Last updated: May 11, 2026

#1.

New River Trail: Galax to Fries Junction

24.7km

06:22

100m

160m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Hard

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

10

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

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Popular around Hilltown

Cycling around Hilltown

Tips from the Community

AverieOutside
February 27, 2025, Fries Junction Bridge

Fries Junction Bridge is the longest and highest bridge along New River Trail State Park. This bridge has you crossing the New River from over a thousand feet above.

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This gravel parking lot is the southern terminus of New River Trail State Park. This lot has a public non-flushing toilet and a historical train caboose. There is a self-pay station for the parking fees. There is not a potable water source at this lot.

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The New River Trail State Park Cliff View Access area offers a picnic shelter, parking, and has a potable water source.

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This is one of two tunnels along the New River Trail. These tunnels make evident the history of this area- the trail was constructed on an abandoned railway right-of-way.

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This small waterfall is located at mile marker 47 along the New River Trail as it runs alongside Chestnut Creek.

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This primitive campground, located at the P-40 mile marker of the Fries branch of the New River Trail, offers two sites on a first-come-first-served basis. The campground operates on an honor system and there's a self-pay station for campers to pay the $15/night fee. The campground does not offer any water sources but it does have non-flushing toilets available. Pets and campfires are allowed at this campground. If you're unable to snag one of the two sites, the nearest accommodations for the night could be found in the town of Fries, about five miles to the south along the New River Trail.

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The New River Trail is a 57.5 mile long trail from Pulaski to Galax. It is crushed limestone and has a fairly gentle gradient. It is a popular trail, so there is a good chance you will see other runners, hikers and cyclists.

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Alex
January 30, 2024, Fries Junction

Fries Junction is the perfect spot for a break. There are seats, shaded areas and a restroom. There is also a junction where the New River Trail Splits and continues on two different sides of New River.

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Frequently Asked Questions

How many hiking trails are available in the Hilltowns region?

The Hilltowns region offers a variety of hiking experiences. Our collection currently features 6 distinct routes, ranging from easy strolls to more challenging treks through the diverse landscapes of Western Massachusetts.

Are there easy hiking options suitable for beginners or families?

Yes, the Hilltowns provide several easy hiking options perfect for beginners or families. For a gentle introduction to the area, consider the New River Trail: Gambetta to Fries Junction, which covers about 4 km. Another accessible choice is the Hiking loop from Cliffview, an easy 7.1 km loop. The Hilltown Land Trust also manages properties like Bradley Sanctuary and Breckenridge Sanctuary in Williamsburg, offering crisscrossing woodland trail networks that are generally suitable for leisurely walks.

Can I find trails with waterfalls in the Hilltowns?

Yes, the Hilltowns region is known for its scenic water features. You can explore the Chestnut Creek Falls, a beautiful highlight along some of the trails. Additionally, the Region Research mentions a dedicated Waterfall Trail in Cummington, indicating other opportunities to enjoy these natural spectacles.

What kind of terrain can I expect on Hilltown hiking trails?

The Hilltowns are characterized by diverse terrain. You can expect hilly landscapes offering sweeping valley views, cool hemlock forests, and babbling brooks. Trails vary from leisurely paths to more challenging boulder scrambles, reflecting the region's varied topography and Eastern Hardwood Forests.

Are there any long-distance or more challenging hikes available?

For those seeking a longer and more challenging experience, the New River Trail: Galax to Fries Junction is a difficult 24.6 km route that offers a substantial trek. The region's hilly terrain ensures that even moderate trails can provide a good workout with rewarding views.

What are some notable landmarks or points of interest along the trails?

Along the trails in the Hilltowns, you can discover several interesting points. The Fries Junction is a key point, and the New River Trail itself is a significant feature. Don't miss the scenic Chestnut Creek Falls. The Hilltowns also boast historical sites like the Keystone Arch Bridges Trail, a National Historic Landmark, which offers a unique blend of nature and history.

Are there any circular hiking routes in the Hilltowns?

Yes, if you prefer circular routes, the Hiking loop from Cliffview is an excellent option. This 7.1 km easy loop allows you to start and end at the same point, providing a convenient hiking experience.

What is the best time of year to go hiking in the Hilltowns?

The Hilltowns offer great hiking opportunities throughout the year. The region's cool hemlock forests and babbling brooks are particularly refreshing in warmer months. Autumn brings vibrant fall foliage, making it a popular time for scenic views. Even winter offers unique experiences, with organizations like Western Mass Hilltown Hikers hosting year-round activities, including events like the First Day Hike at Sanderson Brook Falls.

Are there any trails suitable for dog walking?

While specific dog-friendly regulations can vary by property, many natural areas in the Hilltowns are generally welcoming to dogs, especially on leash. It's always best to check local signage or the websites of land trusts like the Hilltown Land Trust for specific rules regarding pets on their managed properties before heading out.

Where can I find parking for Hilltown hiking trails?

Parking availability varies by trailhead. Many trailheads, especially those managed by organizations like the Hilltown Land Trust, typically have designated parking areas. For popular routes like sections of the New River Trail, you'll often find parking near access points such as Fries Junction or other entry points to the trail network.

What is the average elevation gain on hikes in this region?

The Hilltowns are, as the name suggests, characterized by hilly terrain. While some easy routes like the New River Trail: Gambetta to Fries Junction have minimal elevation gain (around 22 meters up), more challenging trails can feature significant climbs. For instance, the New River Trail: Galax to Fries Junction involves over 100 meters of ascent, offering rewarding views from higher elevations.

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