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United States
Connecticut
Western Connecticut Planning Region

Lakes East

The best walks and hikes around Lakes East

4.8

(13)

153

hikers

38

hikes

Hiking around Lakes East offers diverse terrain characterized by mountain ranges, extensive lake systems, and forested valleys. The region features varied landscapes, from the Appalachian Mountains in East Tennessee to the lakes and conservation areas of New Hampshire. Hikers can find trails winding through woodlands, along shorelines, and to elevated viewpoints. The area provides a range of elevations, from gentle paths to more challenging ascents.

Best hiking trails around Lakes East

  • The most popular hiking route is Hemlock Hills and…

Last updated: May 17, 2026

5.0

(2)

11

hikers

#1.

Hemlock Hills and Pine Mountain Trail

12.7km

03:35

260m

280m

Embark on the Hemlock Hills and Pine Mountain Trail for a moderate hike spanning 7.9 miles (12.7 km), featuring a total elevation gain of 844 feet (257 metres). You can…

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Moderate

1

hikers

2.33km

00:38

50m

10m

Hike the easy 1.4-mile White Trail in Seth Low Pierrepont State Park Reserve, featuring views around Lake Naraneka.

Easy
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Hike the moderate 5.9-mile Green Blaze and Yellow Blaze Loop in Bennett's Pond State Park, featuring varied terrain and Bennett's Pond.

Moderate

5.0

(1)

12

hikers

Hike the easy 3.4-mile Bennett's Pond via Ives Trail Greenway loop in Bennett's Pond State Park, featuring lake views and varied terrain.

Easy

4.0

(1)

7

hikers

Hike the 4.5-mile Seth Low Pierrepont State Park Loop, a moderate trail with lake views, diverse forests, and overlooks near Ridgefield, CT.

Moderate
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Popular around Lakes East

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Tips from the Community

Nicole Woods
February 1, 2025, Lake Windwing

An offshoot of the trails leads to a swing with a view of the lake! There are residences around the lake, and you can sometimes see the residents boating, fishing, or swimming.

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Nicole Woods
February 1, 2025, Bennett's Pond

This pond is part of the headwaters of the Saugatuck River, ultimately providing drinking water to lower Fairfield County. The trail circles the entire pond. We were there in August, and saw some swans! But also lots of mosquitoes. And there wasn't really any good spot to rest for a picnic either. The trail around the pond is very narrow and the vegetation is dense around the trail, at least in the summer.

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This is all that's left of a cabin built by Charles and Moss Ives in 1903 (Charles Ives was a well-known composer). Here is a picture of what the cabin originally looked like: https://vizettes.com/trailmaps/fcnemba-trailmaps/bennettspond/bp-images/Ives_Shanty.jpg You can see from the picture that the cabin had an incredible view down the mountain, which may have inspired Ives' work.

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Pine Mountain viewpoint. Not the summit, but an excellent view nonetheless. We saw evidence of someone's firepit at the viewpoint, but it's likely NOT an authorized firepit. This is NOT a place to build a fire! The clearing for the viewpoint is wayy too close to the pines!

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Once you hit the upper ridge of Pine Mountain, you start to get sporadic views through the trees. This is a great final rest point if you are still pushing uphill. On a clear day, you can see up to 5 rows of rolling hills in the distance.

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Edwin
December 11, 2023, Lake Windwing

The Lake Windwing area has some nice trails that are fun in the summer and covered with snow in the winter. The lake itself is nice to visit while on a ride. There is a parking lot at the end of North Shore Drive to access the area.

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mtm05005
September 7, 2023, Bennett's Pond

Nice view of Bennett's Pond. It is a great place to escape to for some peace and quiet. You would never guess that you are so close to craziness on Route 7.

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Anette
December 22, 2022, Trail at Lake Naraneka

In summer, it is a great place for hiking, and in winter, when the lake is covered with ice, it is great for ice skating.

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Frequently Asked Questions

How many hiking trails are available in Lakes East?

Lakes East offers a wide variety of hiking experiences, with over 30 trails to explore. These routes range from easy strolls to more challenging ascents, ensuring there's something for every hiker.

What kind of terrain can I expect when hiking in Lakes East?

The Lakes East region features diverse terrain, characterized by dramatic mountain ranges, extensive lake systems, and forested valleys. You'll find trails winding through woodlands, along picturesque shorelines, and leading to elevated viewpoints. Depending on the specific area, you might encounter the Appalachian Mountains or the scenic landscapes surrounding lakes like Winnipesaukee and Squam Lake.

What do other hikers say about the trails in Lakes East?

The trails in Lakes East are highly regarded by the komoot community, boasting an impressive average rating of 4.9 stars from over 10 reviews. Hikers frequently praise the varied scenery, from tranquil forests to stunning lake vistas, and the well-maintained paths that make for enjoyable outings.

Are there easy hiking options for beginners or families in Lakes East?

Yes, Lakes East has plenty of easy hiking options, with 20 routes suitable for beginners or families. An excellent choice is the White Trail, an accessible 1.4-mile path that offers a pleasant walk through natural surroundings. Another family-friendly option is the Bennett's Pond via Ives Trail Greenway loop, which is just over 3 miles and relatively flat.

Are there any longer or more challenging hikes in Lakes East?

For those seeking a moderate challenge, Lakes East offers 13 such routes. Consider the Hemlock Hills and Pine Mountain Trail, a 7.9-mile route that takes about 3 hours and 35 minutes to complete, featuring varied forest scenery and some elevation changes. Another good option is the Green Blaze and Yellow Blaze Loop, a 5.9-mile trail through forested areas.

Are there trails with good lake views in Lakes East?

Absolutely! The Lakes East region is renowned for its beautiful lakes, such as Lake Winnipesaukee, Squam Lake, and Newfound Lake. Many trails offer stunning lake views. For instance, the region research mentions popular spots like Red Hill and Mount Major in New Hampshire, which provide panoramic vistas of Lake Winnipesaukee and Squam Lake from their summits.

Can I find any waterfalls along the hiking trails in Lakes East?

Yes, if you visit in the spring, you might be able to see waterfalls in the Lakes East region, particularly in areas like East Tennessee's 9 Lakes Region where wildflowers bloom and waterfalls surge. In New Hampshire, Wellington State Park on Newfound Lake features trails that lead to Welton Falls, offering a scenic reward for your hike.

What interesting landmarks or attractions can I explore near the hiking trails?

Beyond the trails themselves, Lakes East offers several interesting attractions. You can visit Sal J. Prezioso Mountain Lakes Park, enjoy the serene Parks Pond and Picnic Site, or take in the views from View of Saugatuck Reservoir. For a unique historical touch, explore the intriguing Hearthstone Castle.

Are there any circular hiking routes in Lakes East?

Yes, the Lakes East area features several excellent circular routes. The Green Blaze and Yellow Blaze Loop is a popular 5.9-mile option, and the Bennett's Pond via Ives Trail Greenway loop provides a pleasant 3.4-mile circuit. Another moderate loop is the Seth Low Pierrepont State Park Loop, covering about 4.5 miles.

What is the best time of year to go hiking in Lakes East?

Lakes East is a year-round destination, but the best time to hike depends on your preferences. Spring brings blooming wildflowers and surging waterfalls. Summer offers lush greenery and warm weather for lakeside activities. However, autumn is particularly spectacular, with vibrant fall foliage providing a stunning backdrop for hikes, especially in regions like New Hampshire's Lakes Region and East Tennessee's Appalachian Mountains.

Are there any dog-friendly trails in Lakes East?

While specific regulations can vary by park or trail, many natural areas in Lakes East are generally dog-friendly, often requiring dogs to be on a leash. It's always a good idea to check the specific rules for the trail or park you plan to visit beforehand to ensure a pleasant experience for you and your canine companion.

Where can I find more information about hiking in New Hampshire's Lakes Region?

For additional details and resources specifically about walking and hiking in New Hampshire's Lakes Region, you can visit the official tourism website: visit-newhampshire.com. This can provide further insights into local trails and attractions.

Most popular routes around Lakes East

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