4.6
(65)
845
hikers
100
hikes
If you have ever tried to plan hiking around Lake Winnipesaukee, you know how quickly the options can become overwhelming. With so many trails crisscrossing the region, it is hard to tell which routes are genuinely worth your time and effort, and which are just filler. We get it; sifting through countless lists to find those truly rewarding paths can be a real pain.
That is where we come in. Our komoot community has mapped, ridden, walked, and reviewed countless routes around this stunning lake. We have done the legwork to bring you a curated shortlist of the best hiking routes, saving you the guesswork and ensuring every step you take is a good one.
Hiking around Lake Winnipesaukee is all about those classic New England landscapes: dense forests, the sparkling lake, and low-elevation peaks that offer incredible views. You will find everything from gentle lakeside paths to more demanding climbs, with the terrain often characterized by wooded shorelines and the foothills of the White Mountains. Fall is a particularly special time to visit, as the foliage transforms into a vibrant display of colors, drawing many to the trails.
If you are looking for a relaxed outing, we would start with the Sewall Woods Trails loop, an easy 2.4 miles (3.9 km) path through a well-maintained forested conservation area. For something a bit more challenging that still offers unique scenery, the Cotton Valley Rail Trail is a difficult 23.8 miles (38.3 km) route that follows historic rail tracks, offering both history and scenic views. With more than 1,100 hikers having explored the area and over 80 reviews averaging 4.7 stars, you can trust that these routes are truly worth your legs. Dive in and discover your next favorite trail!
Last updated: May 10, 2026
5
hikers
2.90km
00:51
80m
80m
The Long Loop Trail offers a delightful, easy hike through varied terrain, perfect for a quick nature fix. You'll wander through pleasant natural settings, with opportunities to spot the tranquil waters around Stonedam Island and the inviting stretch of South beach. The route provides a refreshing experience, making it an ideal choice for a relaxed outing.
Planning your trip is simple; the trailhead is readily accessible. While specific parking information isn't detailed, arriving earlier in the day is always a good strategy, especially if you're visiting on a busy weekend. This 1.8-mile (2.9 km) hike, with its modest 249 feet (76 metres) of elevation gain, typically takes around 51 minutes to complete, making it a great option for a short day hike.
Loop trails are often favored by hikers because they continuously offer new perspectives and bring you back to your starting point without retracing steps. This particular Long Loop Trail, located in New Hampshire's Belknap County, provides a gentle, scenic circular walk suitable for all ages and fitness levels, ensuring a pleasant experience for everyone.
3.93km
01:03
40m
40m
The Sewall Woods Trails loop offers a delightful journey through scenic woodlands, providing a peaceful escape into nature just outside Wolfeboro. You'll wander through a mix of singletrack and doubletrack paths, observing forest and wildlife habitat in this conserved area. It's an easy 2.4-mile (3.9 km) hike with a gentle 128 feet (39 metres) of elevation gain, making it ideal for a relaxed outing.
Planning your visit is straightforward, as the trailhead is easily accessible from downtown Wolfeboro with parking available. This multi-use trail system is open year-round, catering to hikers, mountain bikers, and even snowshoers in winter, so you can enjoy its beauty in any season. The estimated duration for hiking is just over an hour.
What makes this trail notable is its history as a conservation area, preserving land once cultivated by local farmers for public enjoyment. It also connects to the broader Abenaki trail network, offering an extensive system for those looking to explore further. This family-friendly and dog-friendly loop is a great choice for an easy route for beginners or anyone wanting a quick, refreshing walk.

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2
hikers
3.54km
01:04
120m
120m
The Ridge Trail offers a delightful escape into nature, guiding you along elevated paths that promise expansive views and a refreshing outdoor experience. You'll traverse varied terrain, from gentle slopes to slightly rockier sections, all while enjoying the natural beauty of the surrounding landscape. The highlight of this easy 2.2-mile (3.5 km) hike is undoubtedly the panoramic vista from the Rattlesnake Island summit, a perfect reward for the modest 390 feet (119 metres) of elevation gain. Expect to spend around 1 hour and 4 minutes soaking in the scenery on this accessible route.
When planning your visit, remember that ridge trails can be exposed to the elements, so checking the weather beforehand is always a good idea. While specific parking information isn't available, arriving early can help ensure a smooth start to your adventure. This trail is generally suitable for most of the year, but be prepared for potential seasonal changes like mud or ice, especially during cooler months.
Ridge trails are celebrated for their unique ability to offer continuous, sweeping viewpoints throughout the journey, not just at a single destination. This particular route provides a wonderful opportunity to experience that elevated perspective, connecting you with the broader landscape. It's a fantastic option for those new to Ridge Trail hiking or anyone looking for a quick, high-reward outing.
38.3km
09:45
120m
120m
The Cotton Valley Rail Trail offers a remarkably diverse and accessible hiking experience, stretching 23.8 miles (38.3 km) through New Hampshire's scenic landscapes. Despite its "difficult" rating, which primarily reflects its considerable length of nearly 10 hours, the trail itself is predominantly flat, following a crushed gravel rail bed. You'll journey through tranquil forests, expansive wetlands, and open fields, with standout moments like the causeways over Crescent Lake and along Lake Wentworth, where water views are truly spectacular.
For planning your visit, the trail provides multiple access points and parking options, making it easy to join at various points. Restrooms, benches, and picnic tables are available along the route, enhancing comfort for this long-distance trek. While enjoyable year-round, consider visiting in the fall for the most vibrant foliage, and remember that dogs are welcome on leash. This multi-use path is popular, so you'll share it with cyclists and other outdoor enthusiasts.
What truly sets the Cotton Valley Rail Trail apart is its unique blend of natural beauty and active railroad history. It's one of the few trails where original tracks remain and are still used by motorized railcar clubs, offering a glimpse into the past. You'll find historical markers and even an old railroad turntable at Turntable Park in Wakefield, adding a fascinating layer to your outdoor adventure. It's a great option for those seeking a long, steady hike with plenty of visual interest and a touch of local heritage.
5.0
(1)
17
hikers
6.45km
01:39
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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At the southern tip of the island y will find a small beach protected by jetties on both sides. There is a picnic area and spots to dock kayaks. From here you get views across the water to Weir Beach and Governor's Island, and if you are lucky you will see the Mount Washington cruise ship making its tour of Winnipesaukee.
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Stonedam Island is host to a historic cabin and four little trails that take you to picnic spots and beaches around the island. It you make it here, you have found the summit! There is no access to the island by car, but you can boat or kayak over to the dock on the northeast side and begin your adventure from there.
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The Ridge Trail takes you on an easy hike up to the crest of Rattlesnake Mountain. This is a great short trail for the kids with some fun scrambling over forested bedrock and views over the lake.
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At 3,097 acres, Lake Wentworth is the seventh-largest lake in New Hampshire. There are 18 named islands in the lake, with public access to the lake available at Wentworth State Park.
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The Fernalds Basin is part of the Cotton Valley Rail Trail in Wolfeboro and passes a short section of Lake Wentworth with nice views of the lake.
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The Cotton Valley Rail Trail starts in the town of Wolfeboro and leads all the way to Wakefield in the east. The trail follows the historic rail tracks and offers the perfect combination of an historic background and a nice hike through beautiful landscape. If you don't want to hike the whole distance, you can turn around at any point to shorten the distance.
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Sewall Woods Trails is a trail system situated in the east of the town of Wolfeboro, New Hampshire. The multi-use trails, that are mostly used for hiking and biking, lead through a nice forest. Thanks to the many trails, your hike can easily be shortened and extended.
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Yes, many trails in the Lake Winnipesaukee region welcome dogs. The area is known for its outdoor-friendly atmosphere, and you'll find numerous routes where you can hike with your canine companion. For a pleasant walk through a forested conservation area, the Sewall Woods Trails loop is a great choice. Always remember to keep your dog on a leash where required and to follow Leave No Trace principles.
The region offers several excellent options for families. For a unique adventure, consider the Stonedam Island loop, a short trail through a 112-acre wildlife preserve that kids will love. Another fantastic choice is the Laverack Nature Trail at Hawkins Brook in Meredith, which features easy boardwalks through a beautiful natural area right in town.
Absolutely. The Castle in the Clouds Conservation Area is famous for its waterfalls. The Brook Walk trail is a highly regarded, short path that leads you past several beautiful cascades, including the 40-foot Falls of Song. It's a perfect option if you're looking for scenic water features on your hike.
Yes, the area has plenty of gentle paths. The Fernalds Basin loop from Wolfeboro is a very popular choice, offering a flat 4-mile walk with minimal elevation change. For something even longer, the Cotton Valley Rail Trail provides 12 miles of easy, flat terrain for walking and biking, passing through forests with glimpses of the lake.
For those seeking a challenge, the Belknap Range offers several rewarding ascents with stunning views. You can tackle the Belknap Range Traverse or ascend individual peaks like Belknap Mountain. These routes involve more significant elevation gain and rugged terrain compared to the lakeside paths, providing a strenuous workout with panoramic vistas as your reward.
The Lockes Hill Trail is a popular loop hike that is well-regarded by local hikers. It's a moderate 1-1.5 hour walk that offers beautiful views of the lake from the summit. The trail system allows you to ascend one way and descend another, creating a satisfying circular route without having to backtrack.
The fire tower atop Red Hill offers one of the most expansive panoramic views in the region. From the top, you can see across Lake Winnipesaukee and its many islands, with the Sandwich and Ossipee mountain ranges in the distance. It's considered a fantastic alternative for those seeking incredible vistas without the crowds often found at Mount Major.
Yes, there is a large parking lot located at the main trailhead for Mount Major on Mt Major Highway in Alton. However, because this is the most popular hike in the region, the lot can fill up very quickly, especially on weekends and holidays. It's highly recommended to arrive early to secure a spot.
There are over 90 distinct hiking routes mapped on komoot around Lake Winnipesaukee. These trails range from very easy lakeside walks to difficult mountain ascents, offering a wide variety of options for every skill level and interest.
The trails around Lake Winnipesaukee are highly rated by the komoot community, with an average score of 4.7 out of 5 stars. Hikers frequently praise the rewarding panoramic views of the lake and surrounding mountains from the summits, as well as the well-maintained paths through beautiful, quiet woodlands.
Yes, for a truly unique hike, you can explore Rattlesnake Island. The Ridge Trail runs along the length of the island, offering a different perspective of the lake from its interior. Please note that access to the island is typically by private boat.


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