3.9
(9)
88
hikers
27
hikes
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.
Last updated: May 16, 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
Hike the moderate 7.9-mile Tri-Point and Midstate Loop in Douglas State Forest, featuring the unique Tri-Point marker and Wallum Lake views.

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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
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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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.
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.
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.
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.
Webster has several highly-regarded natural areas for hiking. Some of the most popular include:
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.
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.
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.
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.
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.
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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