The best walks and hikes around Wilmington
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Hiking around Wilmington, Vermont, offers trails through the Green Mountains, characterized by dense forests, rolling hills, and scenic mountain views. The region features varied terrain, from gentle paths alongside streams and lakes to more challenging ascents up peaks like Haystack Mountain. Hikers can explore state parks and natural areas that showcase Vermont's woodlands and diverse ecosystems.
Best hiking trails around Wilmington
- The most popular hiking route is Mount Olga loop — Molly Stark State Park, an easy 1.8 miles (2.8 km) trail that takes 55 minutes to complete. This loop offers views from Mount Olga within Molly Stark State Park.
- Another top favourite among local hikers is Hoot Toot & Whistle Trail to Molly Stark statue — Wilmington, Vermont, an easy 4.2 miles (6.7 km) path. This trail follows a former railroad bed, providing a relatively flat route through wooded areas.
- Local hikers also love the Hike Haystack Mountain via Valley Trail – The Deer Valley Trail, a 12.4 miles (19.9 km) trail leading through mountain forests and offering significant elevation gain, often completed in about 6 hours.
- Hiking around Wilmington is defined by forested hills, mountain trails, and serene lake paths. The network offers options for different ability levels, from easy strolls to difficult mountain ascents.
- The routes in Wilmington are highly rated by the komoot community with an average score of 5.0 stars from over 12 reviews. More than 139 hikers have used komoot to explore Wilmington's varied terrain.
Last updated: April 24, 2026
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3.31km
00:59
0m
280m
Embark on the Haystack Mountain Trail, an easy hike spanning 2.1 miles (3.3 km) with a minimal elevation gain of just 3 feet (1 metres). You can expect to complete this route in about 58 minutes, making it a perfect short outing. As you hike through varied forest types, you will encounter beautiful views of the surrounding Deerfield Valley, with Haystack Lake visible just beneath the peak on clear days. From the summit, you can also spot Mount Snow to the north and Wilmington and Harriman Reservoir to the south. This trail offers a pleasant and accessible experience for hikers of all levels.
Before you head out, be aware that the Haystack Mountain Trail is in a relatively remote area. The path can be wet in patches, especially depending on the time of year, so prepare for potentially varied terrain, including some rocky sections. Parking is generally available at the trailhead, but it is always a good idea to check local conditions before your visit to ensure a smooth start to your adventure.
This route is nestled within the expansive Green Mountain National Forest, offering you a chance to immerse yourself in nature. The panoramic views from the summit are a highlight, providing broad vistas of the valley below and key landmarks like Mount Snow. It is a great option if you are looking for a quick escape into the Vermont wilderness, providing a rewarding experience without demanding a full day.
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4.34km
01:13
100m
50m
An easy 2.7-mile hike around Lake Raponda in Wilmington Town Forest, offering serene lake views and historical woodlands.
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24
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2.85km
00:56
130m
140m
Hike the easy 1.8-mile Mount Olga Trail in Molly Stark State Park for panoramic views from a historic fire tower.
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6.77km
01:47
60m
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Hike the easy 4.2-mile Hoot Toot & Whistle Trail near Wilmington, Vermont, featuring river views and historical railroad beds.
19.9km
06:02
670m
670m
Hike the difficult 12.4-mile Haystack Mountain and Valley Trail Loop in Green Mountain National Forest for panoramic views and forest sereni
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Popular around Wilmington
Tips from the Community
The Hoot Toot & Whistle Trail follows an old railbed, once owned by a railroad of the same name. You can follow it from the boat launch alongside the Deerfield River all the way into town, or vice versa.
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This statue honors Elizabeth Page "Molly" Stark, the wife of General John Stark, who won the Battle of Bennington during the American Revolutionary War. Molly herself is said to have been a staunch, fierce, and devoted woman during the difficult times of war.
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Mount Olga stands just 2,415 feet (737 m) tall, but still offers grand views over the surrounding landscape — especially if you climb the fire lookout tower at the summit.
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From the top of this mountain you are close to the ski resort "L'Ermitage". You also have exceptional views, especially on the Harriman Reservoir.
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This valley trail takes you straight to the town of Willmington. It starts not far away from the Deerfield Valley Regional Airport.
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Frequently Asked Questions
How many hiking trails are available around Wilmington, Vermont?
There are 6 hiking routes listed in this guide for the Wilmington, Vermont area. These trails range from easy strolls to more challenging mountain ascents, offering diverse experiences through the Green Mountains.
Are there easy hiking options suitable for families in Wilmington, Vermont?
Yes, Wilmington, Vermont offers several easy trails perfect for families. For instance, the Mount Olga loop — Molly Stark State Park is an easy 1.8-mile trail, and the Hoot Toot & Whistle Trail to Molly Stark statue — Wilmington, Vermont is a 4.2-mile path that follows a former railroad bed, providing a relatively flat route through wooded areas.
What kind of terrain can I expect on hikes around Wilmington, Vermont?
Hiking around Wilmington, Vermont, is characterized by forested hills, mountain trails, and serene lake paths. You'll find varied terrain, from gentle paths alongside streams and lakes to more challenging ascents up peaks like Haystack Mountain, all within the beautiful Green Mountains.
Are there any circular hiking routes in Wilmington, Vermont?
Yes, there are circular routes available. The Mount Olga loop — Molly Stark State Park is a popular easy loop, and for a moderate challenge, consider the Haystack Mountain loop from Chimney Hill.
What is the best time of year to go hiking in Wilmington, Vermont?
The best time to hike in Wilmington, Vermont, generally spans from late spring through fall. Spring offers vibrant wildflowers, summer provides lush greenery, and autumn showcases spectacular fall foliage. Winter hiking is also possible, but trails may be snowy or icy, requiring appropriate gear.
Are there any challenging hikes for experienced hikers in the area?
Yes, experienced hikers looking for a challenge can tackle the Hike Haystack Mountain via Valley Trail – The Deer Valley Trail. This difficult 12.4-mile trail leads through mountain forests and features significant elevation gain, typically taking about 6 hours to complete.
What do other hikers say about the trails in Wilmington, Vermont?
The routes in Wilmington, Vermont, are highly rated by the komoot community, with an average score of 5.0 stars from over 12 reviews. Hikers often praise the scenic mountain views, dense forests, and the variety of terrain available for different skill levels.
Can I find trails that follow historical paths in Wilmington, Vermont?
Yes, the Hoot Toot & Whistle Trail to Molly Stark statue — Wilmington, Vermont follows a former railroad bed, offering a unique historical perspective as you hike through wooded areas.
Are there trails that lead to lakes or offer water views in Wilmington, Vermont?
Yes, the Valley Trail to Mirror Lake — Wilmington, Vermont is a moderate 10.2-mile route that will take you to Mirror Lake, providing serene water views amidst the natural landscape.
What kind of natural features can I expect to see while hiking in Wilmington, Vermont?
While hiking in Wilmington, Vermont, you can expect to see dense forests, rolling hills, and scenic mountain views characteristic of the Green Mountains. The region features diverse ecosystems, including woodlands, streams, and lakes.
How long do hikes in Wilmington, Vermont typically take?
Hike durations vary significantly depending on the trail. Easy routes like the Mount Olga loop can be completed in under an hour, while more difficult trails such as the Hike Haystack Mountain can take around 6 hours.
Most popular routes around Wilmington
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