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United States
Vermont
Windham County

Jamaica

The best walks and hikes around Jamaica

5

hikers

4

hikes

If you've ever tried to plan hiking around Jamaica, you know how overwhelming the options can be. With so many trails out there, it's tough to tell which ones are genuinely worth your time and effort, and which are just filler. We get it, and we're here to cut through the noise. Our komoot community has explored, mapped, and reviewed countless routes, so this guide is your curated shortcut to the very best hiking trails Jamaica has to offer, saving…

Last updated: May 31, 2026

4

hikers

#1.

Overlook Trail via West River Trail

3.91km

01:09

100m

100m

If you're looking for a varied and rewarding hike in Vermont that won't demand an entire day, the Overlook Trail via West River Trail delivers. This easy 2.4-mile (3.9 km)…

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Easy

1

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The Hamilton Falls via Ball Mountain Dam trail offers a delightful blend of easy riverside walking and the dramatic reveal of a towering waterfall. You'll begin on a wide, flat…

Easy
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1

hikers

27.6km

07:41

510m

510m

The West River Trail in Vermont offers a diverse hiking experience, winding through quiet forests of mixed hardwoods and coniferous trees, with continuous views of the West River. You'll encounter…

Hard

The West River Trail loop from Winhall Brook Campground offers a delightful and easy hiking experience, tracing the scenic West River through dense northern hardwood forest. You'll enjoy continuous river…

Easy

The West River Trail loop from South Londonderry Village Historic District offers a delightful and accessible outdoor experience, tracing the historic West River Railroad bed. You'll find yourself immersed in…

Easy

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Popular around Jamaica

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Tips from the Community

Vincent Reboul
December 22, 2022, West River Trail

The path, which is initially a road, takes you to the Winhall River, then continues along the stream to the town of Jamaica.

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This is a wonderful and very picturesque spot. In summer you can enjoy the pool under the waterfall with fresh water ideal for cooling off after the walk. Remember that it is not allowed to climb the waterfall and the surface of the stones is really slippery

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It is worth reaching the top of the dam. The road in itself is a real pass. When you reach the top the views are amazing, until you get to see Straton Ski Resort

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Frequently Asked Questions

What types of hiking trails can I expect to find in Jamaica?

Hiking around Jamaica offers a variety of trails through diverse landscapes. You can expect routes that traverse river valleys, lead to dams, and ascend hills. The region features paths ranging from easy walks to more challenging ascents, providing options for different experience levels.

How many hiking routes are available in Jamaica?

There are at least 4 hiking routes documented in Jamaica, offering a range of experiences from easy strolls to difficult climbs.

Are there any easy hiking trails suitable for beginners in Jamaica?

Yes, there is at least one easy trail available. For example, the Little Ball Mountain – Adam Pond loop from Jamaica is a 2.4-mile route that can be completed in about 1 hour 8 minutes, leading through varied terrain.

Are there any challenging hikes for experienced trekkers in Jamaica?

Yes, for those seeking a challenge, the Southern part of West River Trail to Winhall River & back — The West River Trail is a difficult 17.1-mile route. It follows a river and features sustained elevation gain, typically taking around 7 hours 41 minutes to complete.

Can I find trails with waterfalls or scenic water features in Jamaica?

Yes, some trails incorporate water features. The Hamilton Falls – Ball Mountain Dam loop from Ball Mountain Lake is a moderate 6.5-mile path that features a loop around a lake and leads to a dam and falls.

Are there any loop trails in Jamaica?

Yes, several routes in Jamaica are designed as loops. Examples include the moderate Hamilton Falls – Ball Mountain Dam loop from Ball Mountain Lake and the easy Little Ball Mountain – Adam Pond loop from Jamaica. Another option is the moderate Bald Mountain loop from Townshend.

What do other hikers say about the trails in Jamaica?

The routes in Jamaica are highly rated by the komoot community, with an average score of 5.0 stars from over 2 reviews. Hikers appreciate the varied terrain, which includes river trails, mountain loops, and pond-side paths.

What is the typical duration for hikes in Jamaica?

Hiking durations vary significantly depending on the trail's length and difficulty. For instance, an easy route like the Little Ball Mountain – Adam Pond loop from Jamaica takes just over an hour, while a difficult trail such as the Southern part of West River Trail to Winhall River & back — The West River Trail can take nearly 8 hours.

Are there trails that involve significant elevation changes?

Yes, some trails in Jamaica feature sustained elevation gain. The difficult Southern part of West River Trail to Winhall River & back — The West River Trail, for example, includes over 500 meters of ascent.

What kind of terrain can I expect on the trails around Jamaica?

The terrain around Jamaica is diverse, featuring river trails, mountain loops, and paths alongside ponds. You can expect varied landscapes from river valleys to hills, offering different experiences for hikers.

How many people have explored the trails in Jamaica using komoot?

More than 20 hikers have used komoot to explore Jamaica's varied terrain, contributing to the community's ratings and reviews.

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