The best walks and hikes around Webster
3.7
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83
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27
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Hiking around Webster explores a landscape shaped by its proximity to Lake Ontario, featuring a mix of lakeside paths, dense woodlands, and creek-side trails. The region is characterized by relatively flat terrain with gentle slopes. The area includes several nature preserves with well-maintained trail networks passing through forests and wetlands.
Best hiking trails around Webster
- The most popular hiking route is Buffumville Lake Loop, an 8.5 miles (13.7 km) trail that takes 3 hours 31 minutes to complete. This moderate route offers views around the lake.
- Another top favourite among local hikers is Tri-Point and Midstate Loop, a moderate 7.9 miles (12.8 km) path. The trail features varied terrain through forested areas.
- Local hikers also love the Southern New England Trunkline Trail, a 1.9 miles (3.1 km) trail leading through woodland, often completed in about 47 minutes.
- Hiking around Webster is defined by its lakeside setting, extensive nature preserves, and woodland paths. The trail network provides a selection of easy and moderate routes suitable for different fitness levels.
- The routes in Webster are highly rated by the komoot community with an average score of 3.75 stars from 8 reviews. More than 90 hikers have used komoot to explore Webster's varied terrain.
Last updated: June 28, 2026
5
hikers
13.7km
03:31
60m
60m
The Buffumville Lake Loop is a moderate 8.5-mile hike in Charlton, Massachusetts, offering diverse terrain and serene lake views.
3
hikers
12.8km
03:23
120m
130m
The Tri-Point and Midstate Loop offers a moderate 7.9-mile (12.8 km) hiking experience, guiding you through diverse woodlands, including serene pine groves and robust hardwood stands. You'll traverse varied terrain, from easy double track to some rocky, uphill sections, and discover a unique Atlantic White Cedar swampland accessible via a boardwalk. The trail also features the scenic Wallum Lake, providing pleasant beach areas and picnic spots, making it a rewarding journey for its 387 feet (118 metres) of elevation gain over an estimated 3 hours and 22 minutes.
Accessing the Tri-Point and Midstate Loop is straightforward, as it's primarily situated within Douglas State Forest. While specific parking information isn't detailed, the forest offers various entry points to begin your hike. Wallum Lake provides excellent opportunities for relaxation and picnicking along the way. This trail is generally suitable for hikers with a good fitness level, and it's advisable to check local conditions before heading out.
The most distinctive feature of this route is the Tri-Point marker, a granite monument indicating the meeting point of Connecticut, Massachusetts, and Rhode Island, a unique landmark set over 130 years ago. The loop also incorporates significant sections of the longer Midstate Trail, a 92-mile footpath across central Massachusetts, and the Southern New England Trunkline Trail (SNETT), offering a glimpse into these extensive trail networks.
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3.08km
00:48
20m
0m
Hike an easy 1.9-mile section of the Southern New England Trunkline Trail, featuring varied surfaces and views of Morse Pond.
2.35km
00:37
10m
20m
Hike the easy 1.5-mile Bill Annese Trail in Douglas State Forest, a wooded path with historical significance and gentle elevation gain.
11.2km
03:00
150m
130m
Hike the moderate 6.9-mile Midstate Trail from Douglas State Forest to Sutton, exploring woodlands, a cedar swamp, and Wallum Lake.
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Popular around Webster
Tips from the Community
This lake is a popular destination for fishing and boating, featuring a well-maintained trail of over 7 miles that circles the lake, providing stunning views throughout the journey.
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Douglas State Forest is a 5,907-acre forest that is open from sunrise to sunset. The park contains Wallum Lake and miles of woodland trails.
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Frequently Asked Questions
Are dogs allowed on the hiking trails in Webster?
Yes, dogs are generally welcome on Webster's trails, but they should be kept on a leash and under control. Parks like the Gosnell Big Woods Preserve and Whiting Road Nature Preserve are popular spots for hikers with dogs. Always check local signage at the trailhead for specific park rules.
What are some good places for an easy, family-friendly walk?
For a gentle and accessible walk, the Passing Douglas Cedar Swamp loop from Douglas is a great option. It's a relatively flat and short route. Additionally, the Webster Arboretum offers peaceful, paved paths perfect for a stroll with children.
Where can I find a longer loop trail for a more challenging hike?
If you're looking for a longer hike, consider the Schmidt Eagle Bridge – Bad Luck Pond – Midstate Trail Loop – Douglas State Forest. At over 7 miles (11.6 km), it provides a more extended experience through the region's woodlands.
Can I go hiking in Webster during the winter?
Absolutely. Many of Webster's trails are accessible year-round for winter hiking, snowshoeing, and cross-country skiing. The Hojack Trail is a local favorite for winter hikes. Be sure to wear appropriate footwear for potentially icy or snowy conditions.
What are the most popular parks or preserves for hiking in Webster?
Webster has several highly-regarded natural areas for hiking. Some of the most popular include:
- Whiting Road Nature Preserve: A large preserve known for its diverse wildlife and well-maintained, multi-use trails.
- Gosnell Big Woods Preserve: Praised for its beautiful old-growth woods and meadows.
- Four Mile Creek Preserve: A unique spot with trails that follow the creek and feature abandoned mid-century cars from the area's past.
Are there any hikes with waterfalls in the Webster area?
While Webster's landscape is defined more by its beautiful creekside paths, woodlands, and Lake Ontario shoreline, prominent waterfalls are not a common feature on the main hiking trails within the town. Hikes here focus on the serene beauty of the forests and wetlands.
How difficult are the hiking trails around Webster?
The trails in Webster are generally accessible, with a mix of easy and moderate routes. The terrain is mostly flat with some gentle slopes, making it suitable for a wide range of fitness levels. There are 7 easy hikes and 9 moderate hikes available, with no routes classified as difficult.
What do other hikers enjoy about the trails in Webster?
The komoot community rates the trails with an average of 3.7 stars. Hikers often praise the well-maintained trail systems, the peaceful woodland settings, and the scenic paths along the area's creeks and nature preserves.
Are there options for hiking on paved trails?
Yes, for those who prefer a paved surface, the Chiyoda Trail offers a paved loop that is great for walking, running, or cycling. The Webster Arboretum also features paved paths through its gardens.
Where can I find more information on the local trail networks?
The Friends of Webster Trails organization maintains over 20 miles of trails. For detailed maps and information on specific trail systems, you can visit the town's official website at websterny.gov.
What kind of scenery can I expect on a hike in Webster?
Hiking in Webster offers a variety of scenery. You can expect to walk through dense woodlands, explore wetlands teeming with wildlife, follow paths along scenic creeks, and enjoy views of the Lake Ontario shoreline, especially in areas like Webster Park.
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