The best family-friendly hikes and walks around Killington Village
4.6
(16)
352
hikers
10
hikes
Family friendly hiking trails around Killington Village are situated within Vermont's Green Mountains, offering a landscape of forested peaks and diverse natural features. The region is characterized by significant elevations, including Killington Peak, and features old-growth forests, tranquil ponds, and notable waterfalls. These physical attributes provide a varied terrain for hikers, ranging from gentle paths to more challenging ascents.
Best family friendly hiking trails around Killington Village
- The most popular family friendly hiking route is Deer Leap Rock via Appalachian Trail and Deer Leap Trail, a 2.2 miles (3.5 km) trail that takes 1 hour 15 minutes to complete. This moderate route offers panoramic views from Deer Leap Overlook.
- Another top favourite among local hikers is Pesky Cairn Trail, an easy 4.3 miles (6.9 km) path. This trail winds through forested areas, providing a peaceful hiking experience.
- Local hikers also love the Kent Brook – Thundering Brook Falls loop from Giffords Woods State Park, a 3.9 miles (6.2 km) trail leading through old-growth forests and past a significant waterfall, often completed in about 1 hour 46 minutes.
- Hiking around Killington Village is defined by forested Green Mountain peaks, old-growth forests, and scenic waterfalls. The network offers options for different ability levels, from easy strolls to more demanding climbs.
- The routes in Killington Village are highly rated by the komoot community with an average score of 4.6 stars from more than 10 reviews. More than 380 hikers have used komoot to explore Killington Village's varied terrain.
Last updated: July 9, 2026
2
hikers
6.91km
01:54
130m
110m
Embark on the Pesky Cairn Trail, an easy hike covering 4.3 miles (6.9 km) with a gentle ascent of 418 feet (127 metres). You can expect to complete this route in about 1 hour and 54 minutes. The trail winds through a dense northern hardwood forest, offering a classic Green Mountain experience. As you hike, you will pass mossy boulder fields and steadily climb towards a tranquil clearing. The path's high point is marked by the large, weathered "pesky cairn" itself, a peaceful spot where you might glimpse Kent Pond through the trees.
To begin your hike, parking is readily available at Gifford Woods State Park. While the Pesky Cairn Trail is rated easy, be aware that sections can be rocky and slippery, especially after rain. You will encounter frequent roots and some short, steep pitches along the way. Wearing appropriate footwear is advisable, and paying attention to your footing will ensure a more enjoyable experience on these parts of the route.
This trail offers a quintessential Vermont hiking experience, immersing you in the natural beauty of the Green Mountains. The dense northern hardwood forest provides a rich canopy and a serene atmosphere throughout your journey. The presence of the distinctive "pesky cairn" at the trail's high point adds a unique landmark to your adventure, making it a memorable destination within the region.
2
hikers
3.53km
01:16
300m
40m
Embark on a moderate hike to Deer Leap Rock, a rewarding journey that covers 2.2 miles (3.5 km) with an elevation gain of 995 feet (303 metres). You can expect to complete this route in about 1 hour and 15 minutes. The trail leads you through varied forest landscapes, transitioning from bright birch groves to deeper evergreen sections as you climb. Your efforts are well-rewarded at the summit, where Deer Leap Rock offers expansive views. From this vantage point, you can take in the Coolidge Range, Pico Peak, and the Green Mountains of Vermont. On exceptionally clear days, you might even glimpse the distant Adirondacks of New York.
Accessing the Deer Leap Rock trail is straightforward, with convenient parking located right off US Route 4. This makes it an easy destination to reach for a day trip. If you plan to bring your dog, know that the route is dog-friendly; just remember to keep your canine companion on a leash. Consider starting your hike earlier in the day to enjoy the views without crowds, especially during peak seasons.
This route is nestled within Gifford Woods State Park, offering a classic Vermont hiking experience. The trail itself is a segment of the historic Appalachian Trail, adding a layer of significance to your journey. It's a popular choice for those seeking a relatively short but impactful outing with significant scenic payoff. The diverse forest types you encounter reflect the rich natural environment of the region.
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19
hikers
6.26km
01:47
140m
140m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
6
hikers
21.8km
07:53
1,100m
1,100m
Hard hike. Very good fitness required. Mostly accessible paths. Sure-footedness required.
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Tips from the Community
The brook tumbles over a little waterfall cascade before flowing down toward Kent Pond. The Appalachian Trail crosses over the brook here.
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This is a simple shelter with a door and a roof that will keep you dry on rainy days. You are only 0.4 miles from the Appalachian Trail/Long Trail, and it offers a nice view of Mount Killington.
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A wooden observation platform leads you right up to the falls. The rocky cascade tumbles from Kent Brook above and follows the trail down the ravine to the Ottauquechee River.
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This is a great family-friendly spot, and only one mile from the parking lot via trail. A knob of smooth Vermont bedrock rises over Route 4, granting panoramic views south to Mount Killington and the surrounding peaks. Great spot for a picnic!
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Gifford Woods State Park is a popular destination for outdoor enthusiasts and Appalachian Trail through-hikers. The park has a wooded picnic area, two camping loops with water and restrooms, and one of Vermont's few remaining old-growth hardwood tree stands. The stand is home to grand-sized trees like sugar maple, beech, yellow birch, white ash, and hemlock, and the park's understory is rich with beautiful native wildflowers.
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Gifford Woods State Park is a popular destination for outdoor enthusiasts and Appalachian Trail through-hikers. The park has a wooded picnic area, two camping loops with water and restrooms, and one of Vermont's few remaining old-growth hardwood tree stands. The stand is home to grand-sized trees like sugar maple, beech, yellow birch, white ash, and hemlock, and the park's understory is rich with beautiful native wildflowers.
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This trailhead serves two popular hikes, Pico Peak and Deer Leap Rock, and gets crowded quickly. Starting early is a good idea if you want to be sure of getting a parking spot.
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Frequently Asked Questions
How many family-friendly hiking trails are available in Killington Village?
There are 11 family-friendly hiking trails in Killington Village, offering a variety of experiences for all ages. These include 4 easy routes and 6 moderate routes, ensuring there's something suitable for every family.
Are there any easy, short hikes suitable for families with young children?
Yes, for families with young children, the Pesky Cairn Trail is an excellent easy option, covering about 6.9 km. Another great choice is the Kent Brook – Thundering Brook Falls loop from Giffords Woods State Park, which is around 6.2 km and features a beautiful waterfall.
Can we see any waterfalls on these family-friendly hikes?
Absolutely! The Kent Brook – Thundering Brook Falls loop from Giffords Woods State Park will lead you to Thundering Falls, which is the sixth tallest waterfall in Vermont. There's even a wheelchair-accessible boardwalk for easy viewing.
What kind of natural landscapes can we expect to see on these trails?
The trails in Killington Village wind through diverse and beautiful landscapes. You'll encounter the iconic Green Mountains, dense old-growth forests, particularly within Gifford Woods State Park, and serene ponds like Kent Pond. Many routes offer scenic vistas of the surrounding peaks.
Are there any trails with great viewpoints for families?
Yes, for stunning panoramic views, consider the Deer Leap Rock via Appalachian Trail and Deer Leap Trail. This moderate hike leads to the Deer Leap Overlook, offering expansive views south towards Killington Peak Summit and other surrounding mountains.
What is the best time of year to go hiking with family in Killington Village?
Killington Village is wonderful for family hikes in spring, summer, and fall. Spring brings vibrant wildflowers, summer offers lush greenery, and fall showcases spectacular foliage. Each season provides a unique and beautiful backdrop for your outdoor adventures.
Are there any loop trails suitable for families?
Yes, the Kent Brook – Thundering Brook Falls loop from Giffords Woods State Park is a fantastic easy loop trail that's perfect for families. It allows you to experience the old-growth forest and the waterfall without retracing your steps.
What do other hikers enjoy most about family-friendly hikes in Killington Village?
The area is highly rated by the komoot community, with an average score of 4.6 stars from 19 ratings. Reviewers often praise the well-maintained paths, the stunning natural beauty of the Green Mountains, and the accessibility of trails like those in Gifford Woods State Park, making them ideal for families.
Are there any notable landmarks or points of interest along these family-friendly routes?
Beyond the natural beauty, you can find several points of interest. The Deer Leap Overlook offers incredible views, and Killington Peak itself is a prominent landmark. Gifford Woods State Park is also a highlight, known for its rare old-growth forests.
Are the trails generally well-marked for family navigation?
Yes, many of the family-friendly trails in Killington Village, especially those within state parks and popular areas, are generally well-marked. This helps ensure an enjoyable and stress-free navigation experience for families exploring the outdoors.
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