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Killington

The best walks and hikes around Killington

4.6

(965)

9,125

hikers

418

hikes

Hikes around Killington VT explore the landscape of the Green Mountains. The region is characterized by forested mountain slopes, including Killington Peak, the state's second-highest mountain. Trails often follow sections of long-distance footpaths like the Appalachian Trail and lead to features such as waterfalls and rock outcroppings with open views.

Best hiking trails around Killington

  • The most popular hiking route is The Calf & Winder loop from Sedbergh — The Howgills, a 8.1 mile (13.0 km) trail that takes…

Last updated: April 22, 2026

4.6

(15)

110

hikers

#1.

The Calf & Winder loop from Sedbergh — The Howgills

13.0km

04:24

640m

640m

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

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Moderate

3.0

(1)

1

hikers

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

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

Hard

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
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Popular around Killington

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Tips from the Community

Ronnie
November 18, 2025, Castlehaw Motte and Bailey

Castlehaw Tower 178.3m P16.8 (585ft) (Hill ID: 512434) [JNSA s13031] County of Yorkshire Definitive List summit. Yorkshire Dales National Park Definitive List summit.

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Andy
August 17, 2025, View of Lonsdale

Short walk with views towards the Lune Valley

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Steep incline, not for the faint hearted!

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Andy
November 18, 2024, View from Winder Summit

See all the way to Blackpool Tower on a clear day

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Emma
March 26, 2024, Top of Cautley Spout

There is a path across to the waterfall top going from right to left once you’ve walked up the steep right hand side path. Don’t take it - there is very little edge to walk on, it’s a very steep drop.

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1

beautiful rolling hills. quite steep in places

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The Calf 676m P383 (2218ft) TP6361 - The Calf S5676 County of Yorkshire Definitive List Yorkshire Dales NP Definitive List County of Yorkshire Trig Pillar

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Ronnie
March 10, 2024, Calders Summit

Calders 675.4m P34.2 (2216ft) County of Yorkshire Definitive List Yorkshire Dales NP Definitive List

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Frequently Asked Questions

Are there many dog-friendly hiking trails in Killington?

Yes, many trails in the Killington area are welcoming to dogs, provided they are leashed and you clean up after them. Trails within state parks like Gifford Woods State Park generally allow dogs on leashes. Always check specific trail regulations before you go, as rules can vary, especially on private land or sensitive ecological areas.

What are some easy, family-friendly hikes near Killington?

For a very accessible and rewarding walk, the Thundering Brook Falls Trail is an excellent choice. It's a short, mostly flat boardwalk trail leading to a beautiful waterfall, making it suitable for all ages and abilities. Another great option is the Kent Brook Trail in Gifford Woods State Park, which is a gentle 1-mile loop through a stunning old-growth forest.

Can I see a waterfall on a hike near Killington?

Absolutely. The most accessible waterfall is Thundering Brook Falls, which is the state's sixth tallest. You can reach it via a very short, wheelchair-accessible boardwalk. For a more challenging hike that includes a waterfall, consider the Cautley Spout Waterfall – Arant Haw summit cairn loop from Sedbergh School, which is a difficult but rewarding route.

How many hiking trails are available around Killington?

There is a vast network of trails to explore, with over 400 routes mapped on komoot around Killington. These range from 172 easy walks suitable for the whole family to 27 difficult tours for experienced hikers, ensuring there's a trail for every skill level.

What do other hikers think of the trails in Killington?

The hiking routes around Killington are highly regarded by the komoot community, with thousands of visitors leaving positive feedback. The trails have an average rating of 4.6 stars. Reviewers frequently praise the spectacular panoramic views from the peaks and the serene beauty of the area's forests.

Are there any circular or loop hikes available?

Yes, there are many excellent loop trails so you don't have to retrace your steps. For a shorter walk, the St Andrew's Church and Castlehaw loop is a pleasant option that takes about an hour and a half. For a more challenging day out with great views, the Winder Summit Trig Points – Sedbergh Town Centre loop is a popular moderate hike.

What is the best time of year for hiking in Killington?

The prime hiking season runs from late spring to fall. Summer offers lush green forests and pleasant weather. However, autumn is particularly spectacular, as the region is famous for its vibrant fall foliage, making it a premier destination for leaf-peeping hikes. Winter hiking is also possible with the right gear, like snowshoes or microspikes.

How difficult is the hike to Killington Peak?

Reaching the summit of Killington Peak is a rewarding challenge. The difficulty varies by route. The Bucklin Trail is a popular choice that starts moderately and becomes a steep, rocky scramble near the top. It's considered a difficult day hike. For those who want the views without the strenuous climb, the K-1 Express Gondola operates during the summer and fall, taking you right to the summit lodge.

Where can I find a hike with great views that isn't too long?

The Deer Leap Trail is a local favorite for exactly this reason. It's a moderate hike that leads to a dramatic rock outcropping with stunning vistas of Pico Peak and the surrounding mountains. The trail is relatively short and can often be completed in under two hours, offering a big scenic payoff for your effort.

Are parts of the Appalachian Trail accessible from Killington?

Yes, both the Appalachian Trail (A.T.) and Vermont's Long Trail (which share a path in this region) pass directly through the Killington area. You can easily access sections of the A.T. from trailheads at Gifford Woods State Park or by hiking to the summit of Killington Peak itself, which the trail crosses.

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

For any hike, it's essential to be prepared. Key items include:

  • Sturdy footwear: Trails can be rocky and muddy.
  • Layers of clothing: Weather can change quickly, especially at higher elevations. A waterproof jacket is a must.
  • Plenty of water and snacks: Stay hydrated and energized.
  • Navigation: A map, compass, or a GPS device with downloaded maps, as cell service can be unreliable.
  • Sun protection: Sunscreen, a hat, and sunglasses.
  • Bug spray: Especially during the spring and summer months.

Is there parking available at the main trailheads?

Most popular trailheads, such as the ones for Deer Leap Trail, Thundering Brook Falls, and Bucklin Trail, have designated parking areas. However, these lots can fill up quickly, especially on weekends and during peak fall foliage season. It's always a good idea to arrive early to secure a spot.

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