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Vermont

Rutland County

The best walks and hikes in Rutland County

4.8

(38)

611

hikers

51

hikes

Hiking in Rutland County is set within the Green Mountains and the Green Mountain National Forest. The terrain is characterized by forested mountain slopes and prominent peaks like Killington Peak and Pico Peak. The region's network of paths includes lakeside walks, ridgeline routes, and ascents to various viewpoints. Sections of the Appalachian Trail and Long Trail traverse the county, offering extensive hiking opportunities.

Best hiking trails in Rutland County

  • The most popular hiking route is Killington Peak via Bucklin Trail, a 7.3 miles (11.7 km) trail that takes around 4 hours 15 minutes to complete. This moderate route involves a sustained ascent to the summit of Killington Peak.
  • Another top favourite among local hikers is Little Rock Pond via Appalachian Trail (Long Trail), an easy 4.1 miles (6.7 km) path. The trail follows a forested route with minimal elevation gain to the edge of the pond.
  • Local hikers also love the Pico Peak from Sherburne Trailhead, a 5.8 miles (9.4 km) trail leading through the Green Mountain National Forest, often completed in about 4 hours.
  • Hiking in Rutland County is defined by forested mountain trails, ascents to peaks, and routes along sections of the Long Trail. The trail network provides options for different ability levels, from easy lakeside walks to more challenging summit hikes.
  • The routes in Rutland County are highly rated by the komoot community with an average score of 4.8 stars from over 25 reviews. More than 500 hikers have used komoot to explore Rutland County's varied terrain.

Last updated: April 26, 2026

15

hikers

#1.

Killington Peak via Long Trail

18.4km

06:00

820m

760m

Hiking Killington Peak via Long Trail is a difficult 11.4-mile (18.4 km) route that takes you through dense hardwood and conifer forests characteristic of central Vermont. You will gain a significant 2690 feet (820 metres) of elevation, with the trail steepening and featuring switchbacks and stone steps as you ascend. The final push to Killington Peak Summit involves steep, rocky terrain, but once you reach the top, panoramic views await.

This challenging hike is estimated to take around 5 hours and 59 minutes, so plan for a full day. Be prepared for demanding conditions, including rocky footing and some scrambling, especially closer to the summit. While there are no specific permit requirements mentioned, always check local conditions before you go, paying close attention to weather forecasts and any potential trail closures.

The route leads you to Vermont's second-highest peak, a notable landmark within the Green Mountain National Forest. From the summit, you can often see into New Hampshire and New York, with potential sights of the Adirondacks and White Mountains on clear days. This trail offers a rewarding experience for those seeking a strenuous climb and expansive vistas in the heart of Vermont.

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Hard

8

hikers

Embark on the Baker Peak and Griffith Lake Loop, a moderate hiking route that takes you through varied terrain in the Green Mountain National Forest. You will cover 6.6 miles (10.7 km) with a significant elevation gain of 2125 feet (648 metres), leading to an estimated duration of 3 hours and 32 minutes. Expect a rewarding journey with sections of old carriage roads and steep ascents, culminating in the serene Griffith Lake and the open rock summit of Baker Peak. From the peak, you can enjoy panoramic views of the Great Valley of Vermont.

When planning your visit, be aware that while day hiking generally does not require permits, an overnight stay at Griffith Lake might incur a $5 fee. The route traverses the Big Branch Wilderness, so prepare for a true wilderness experience. This loop is best enjoyed when the weather allows for clear visibility from the summit, offering the best chance to spot distant landmarks like the Adirondacks. Always check local conditions before you head out.

This trail offers a unique opportunity to hike sections of both the renowned Long Trail and the Appalachian Trail, making it a notable part of the region's extensive trail network. The journey to Baker Peak includes a fun rock scramble, adding an adventurous element to your ascent. The high-elevation, spring-fed Griffith Lake provides a tranquil spot for a break, highlighting the natural beauty of the Big Branch Wilderness.

Moderate
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9

hikers

5.56km

02:09

610m

0m

Embark on the Bucklin Trail, a moderate hiking route that winds through lush wooded areas, particularly vibrant in spring and summer. The initial section offers peaceful views as you follow Brewer's Brook, with its clear water. The real reward comes at the summit of Killington Peak, where you can enjoy panoramic vistas stretching across the Green Mountains of Vermont, the Adirondacks in New York, and the White Mountains of New Hampshire on a clear day. This 3.5-mile (5.6 km) journey involves a significant elevation gain of 1989 feet (606 metres), making it a solid workout. You can expect to complete this rewarding hike in about 2 hours and 8 minutes.

The trailhead for the Bucklin Trail is conveniently located on Wheelerville Road in Mendon, Vermont, and is easily accessible by any vehicle. This route is a popular choice throughout the year, offering different experiences with each season. While you can hike it year-round, be mindful of winter conditions; the snow becomes well-packed, but you should bring spikes for snowy or icy sections to ensure a safe ascent.

This trail is nestled within the expansive Green Mountain National Forest, providing a true immersion in Vermont's natural beauty. The path is known for offering a rewarding experience for those seeking a good physical challenge. The varied terrain and the stunning views from Killington Peak make it a standout option for hikers exploring the region.

Moderate

Embark on a challenging hike up Pico Peak and Killington Peak via Sherburne Pass Trail, a difficult 10.4 miles (16.8 km) route. You will climb 2764 feet (842 metres) over an estimated 6 hours and 14 minutes. The trail guides you through grassy fields blooming with wildflowers before entering dense coniferous forests, offering a varied and engaging ascent.

Be prepared for rocky sections and potentially muddy spots, especially after rain; watch for slippery roots along the way. You will also need to carefully cross US Route 4, a busy highway. The best time to experience this trail is between April and October, with autumn providing particularly vibrant foliage.

This route uniquely combines two prominent Vermont peaks, rewarding your effort with expansive 360-degree panoramic views. From the summits, you can see the Adirondacks and other Green Mountain peaks, making it a notable adventure in the region.

Hard

5.0

(1)

3

hikers

5.89km

01:38

140m

30m

Embark on an easy hike along the Little Rock Pond Trail, a 3.7-mile (5.9 km) route that winds through the Green Mountain National Forest. You will gain 464 feet (142 metres) of elevation, making it a gentle ascent suitable for most. The trail guides you through mixed hardwood forests, often following and crossing the Little Black Brook. The highlight is Little Rock Pond itself, a pristine body of water surrounded by hills and large boulders, offering picturesque views. You can expect to complete this journey in about 1 hour and 37 minutes.

When planning your visit, be aware that designated tent sites and a shelter are available near Little Rock Pond if you wish to stay overnight. During warmer months, a caretaker from the Green Mountain Club is often present at the pond. If you plan to camp, there is a $5 per person, per night fee. This trail offers a straightforward outing, perfect for a leisurely day trip or a short overnight adventure.

This route is particularly notable as it forms part of both the famous Appalachian Trail and the Long Trail. As you hike, you might encounter thru-hikers making their way along these iconic long-distance paths. The western side of Little Rock Pond features a large rock vista, providing incredible viewpoints of the lake and the eastern mountains, making it a family-friendly destination.

Easy

Embark on a moderate hiking adventure along the Long Trail, from US Route 4 to South Park Road. This 5.0-mile (8.0 km) section of Vermont's renowned footpath offers a rugged and undulating experience, characterized by an abundance of rocks and roots underfoot. You will gain 775 feet (236 metres) in elevation, traversing through lush, green environments with ample shade and plentiful water sources. Expect occasional westward views as the trail navigates through gaps and saddles, providing glimpses of the surrounding natural beauty during your estimated 2 hours and 19 minutes on the path.

When planning your visit, be prepared for the trail's rugged conditions, which include mud and steep ascents and descents, as switchbacks are rare here. Parking access at US Route 4 is typically available, making it a convenient starting point for your hike. While specific details for the South Park Road endpoint are not always readily available, understanding the challenging nature of the terrain will help you prepare for a rewarding outing.

This segment of the Long Trail holds a significant geographical feature: it marks the point where the Long Trail diverges from the Appalachian Trail at Maine Junction at Willard Gap. This separation highlights the unique identity of Vermont's own "footpath in the wilderness." The route offers a genuine taste of the Green Mountain National Forest, showcasing its characteristic terrain and providing a memorable experience for hikers seeking a true Vermont trail.

Moderate

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.

Moderate

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.

Easy

Embark on the Keewaydin Trail to Overlook Spur via Long Trail (Appalachian Trail) for a rewarding hike through Vermont's Green Mountain National Forest. This moderate route covers 1.7 miles (2.7 km) and climbs 1088 feet (331 metres) in elevation, typically taking about 1 hours and 8 minutes to complete. As you ascend, you will find yourself surrounded by a rich, forested environment, leading you towards the impressive White Rocks Cliffs. The path itself can be rugged in places, featuring rocky sections that offer a true taste of New England hiking.

When planning your visit, remember that the trail is located within the Robert T. Stafford White Rocks National Recreation Area. Parking is generally available at the trailhead, making access straightforward for most hikers. Always check local conditions before you head out, especially if you plan to hike during shoulder seasons, as weather can significantly impact the trail. Being prepared will ensure a more enjoyable and safer experience on the route.

This trail offers more than just a workout; it connects you to sections of both the iconic Appalachian Trail and the historic Long Trail. As you approach the White Rocks Cliffs, you will be treated to expansive views stretching to both the north and south from the Overlook Spur. Keep an eye out for unique white quartzite stones along the path and even some interesting stone sculptures created by other hikers near the cliffs, adding a distinctive touch to your journey.

Moderate

4.0

(1)

1

hikers

5.15km

01:52

330m

330m

Embark on the Killington Peak Loop, a moderate hike that offers a diverse experience as you ascend. The 3.2-mile (5.1 km) route takes you through varied terrain, transitioning from open grassy fields to dense, mossy forests. You will gain 1089 feet (332 metres) in elevation, with the path becoming steeper and rockier as you approach the summit, all completed in about 1 hour and 52 minutes.

Plan your visit between May and October for the best conditions, especially on clear days to fully appreciate the expansive views. Be aware that the summit can be quite busy, as a gondola also transports visitors during peak seasons. While no specific permits are mentioned, it is always wise to check local conditions before you head out.

This loop is a highlight within the scenic Killington Mountain Resort, providing access to the iconic Killington Peak Summit. From this vantage point, you can enjoy panoramic views that stretch across the Green Mountains, the Adirondacks, and even the White Mountains on a clear day. The trail is particularly vibrant in spring and summer with wildflowers in the lower fields, and in fall, the foliage transforms into a spectacular display of colors.

Moderate
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Popular around Rutland County

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Other adventures in Rutland County

The Long Trail — America's oldest long-distance path

Hiking Collection by

Jamie S.

Tips from the Community

Alex
June 23, 2025, Pico Camp Shelter

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.

0

0

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!

0

0

Sue
February 5, 2024, Gifford Woods State Park

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.

0

0

Lisa
October 10, 2023, White Rocks viewpoint

This lookout stands atop the White Rocks cliffs, giving you beautiful views of the mountains — and fall colors, when in season — all around you. You can reach the viewpoint via the Appalachian Trail and the Long Trail, which overlap in this part of Vermont.

0

0

Lisa
September 22, 2023, Little Rock Pond

This little brook is stocked with trout. You'll find lots of day hikers here, along with casual backpackers and thru-hikers on the Appalachian Trial and the overlapping Long Trail. There is a shelter and some tent platforms on the east side of the trail; all are first-come, first-serve.

1

0

Lisa
September 21, 2023, Pico Peak

This is a forested peak dotted with manmade artifacts like ski lifts and a cell phone tower, but you can still catch some very pretty views through gaps in the trees.

1

0

Lisa
September 21, 2023, Sherburne Pass Trailhead

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.

0

0

Lisa
September 20, 2023, Killington Peak Summit

The last push up Killington Peak is rocky but not technical. Your reward is panoramic views of not just the Green Mountains but the White Mountains and Adirondacks, too.

0

0

Frequently Asked Questions

Are there any easy, family-friendly hikes in Rutland County?

Yes, there are several options suitable for families and beginners. The hike to Little Rock Pond is a popular choice, offering a gentle 4.1-mile (6.7 km) walk through the forest to a scenic pond. For a much shorter outing, the Kent Brook Trail loop in Gifford Woods State Park is just over a mile long and perfect for all ages.

Can I bring my dog on the trails in Rutland County?

Many trails in the region are dog-friendly, but it's essential to check the specific regulations for each park or forest area before you go. Places like Aitken State Forest are known to be popular for dog walking. Always keep your dog on a leash where required and be sure to clean up after them to protect the local wildlife and environment.

Are there any hikes that lead to a waterfall?

Absolutely. The Thundering Brook Falls Trail is a highly-regarded, accessible option. It features a short and scenic walk, mostly on a boardwalk, leading directly to the falls. It's an excellent choice for a quick and rewarding nature walk.

What are some of the more challenging day hikes available?

For hikers seeking a strenuous challenge, the ascent to Mendon Peak offers a significant workout. This 8.2-mile (13.2 km) route involves a considerable elevation gain through the Green Mountain National Forest, rewarding hikers with a true backcountry experience.

Which trails offer the best scenic views?

For fantastic panoramic views without an extreme climb, the Deer Leap Trail is a local favorite, providing rewarding vistas over the surrounding landscape. Another great option is the trail to the White Rocks ice beds and viewpoint, which leads to a unique geological feature and impressive clifftop perspectives.

Are there any good circular or loop hikes?

Yes, Rutland County has several excellent loop trails. The Little Rock Pond and Green Mountain loop is a moderate 6.9-mile (11.2 km) circuit that combines a lakeside walk with a mountain ascent. For a route closer to town, the Pine Hill Park loop offers a nearly 6-mile (9.4 km) hike through a large wooded park.

What is the best time of year for hiking in Rutland County?

The prime hiking season runs from late spring to fall. Summer offers lush green forests, while autumn is famous for its spectacular fall foliage, typically peaking in early to mid-October. Winter hiking is also possible with proper gear like snowshoes or microspikes, but be prepared for cold and snowy conditions.

How do I get to the trailheads and is parking available?

Most trailheads in Rutland County are best accessed by car. Parking is usually available at designated lots near the start of the trails, but these can fill up quickly, especially on weekends and during peak season. It's always a good idea to arrive early to secure a spot. There is limited public transportation to most remote trailheads.

What should I pack for a day hike in the Green Mountains?

It's wise to pack in layers, as mountain weather can change quickly. Essential items include sturdy hiking shoes, plenty of water, snacks, a map, a fully charged phone, a first-aid kit, and rain gear. Depending on the season, you may also need bug spray, sunscreen, or a headlamp.

How can I access the Long Trail or Appalachian Trail in this area?

Several trails in Rutland County intersect with or follow sections of the Long Trail (which overlaps with the Appalachian Trail in this region). For example, the hike to Pico Peak via the Long Trail utilizes this famous path for its ascent. Trailheads along major roads like US-4 near Killington often provide direct access points.

What do other hikers enjoy about Rutland County?

The area is highly rated by the komoot community, with an average score of 4.8 stars. Hikers frequently praise the well-maintained trails within the Green Mountain National Forest, the variety of hikes from easy walks to challenging peaks, and the stunning panoramic views from summits and lookouts.

Are there any wheelchair-accessible trails?

The Thundering Brook Falls Trail is a great accessible option. It's a short, level path, constructed largely as a boardwalk, making it suitable for wheelchairs and strollers. It leads through a beautiful forest to a viewing platform for the falls.

Most popular routes in Rutland County

Easy hikes in Rutland County

Most popular attractions in Rutland County

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Check out more Hikes throughout Rutland County below and find the perfect route in your destination.

Robert T. Stafford White Rocks National Recreation AreaRutlandPittsfordChittendenNorth ClarendonWallingfordWest RutlandJim Jeffords State ForestKillington VillageTaconic Mountains Ramble State ParkDanbyAitken State Forest

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