2
hikers
01:21
4.92km
80m
Hiking
The Trolley Trail Loop offers a delightful escape into nature, blending urban convenience with serene green spaces. You'll traverse mostly paved paths, interspersed with gravel and dirt sections, as you journey past the peaceful Clear Pond and along the historic Trolley Trail. The route provides a mix of open views…
Last updated: June 9, 2026
Tips
Includes off-grid segments
Navigation instructions may be limited.
After 0 m for 41 m
After 4.88 km for 43 m
Waypoints
Start point
Parking
Get Directions
1.45 km
Highlight • Lake
Tip by
4.01 km
Highlight (Segment) • Trail
Tip by
4.92 km
End point
Parking
Way Types & Surfaces
Way Types
3.13 km
1.74 km
< 100 m
Surfaces
3.39 km
882 m
614 m
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Elevation
Highest point (170 m)
Lowest point (100 m)
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Weather
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Today
Monday 29 June
31°C
15°C
0 %
Additional weather tips
Max wind speed: 10.0 km/h
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This route was planned by komoot.
The Trolley Trail Loop is an easy hike that generally takes around 1 hour and 21 minutes to complete. This duration can vary based on your pace and how often you stop to enjoy the scenery.
Yes, with its easy difficulty rating and relatively short distance of approximately 4.9 kilometers, this loop is well-suited for beginners and families looking for an accessible outdoor experience.
The trail features a mix of surfaces, typical for a hike in a natural area. While specific details on paving are not available for this particular loop, expect natural paths, possibly some dirt or gravel sections, and gentle elevation changes. The total elevation gain is around 80 meters.
As you hike, you'll encounter natural features and points of interest. Notable highlights include Clear Pond and sections of the historic Trolley Trail itself.
Yes, the route intersects with several other trails. You'll find sections that are part of the Metacomet - Monadnock Trail, the New England National Scenic Trail, the Pipeline Trail, and the Hellgate Trail.
Typically, trails within wildlife management areas allow dogs, but they must be kept on a leash to protect wildlife and ensure the safety of other visitors. Always check local signage for specific regulations within the East Mountain Wildlife Management Area.
The best time to visit often depends on personal preference. Spring offers lush greenery and blooming wildflowers, summer provides warm weather, and fall showcases vibrant foliage. Winter hiking is possible but may require appropriate gear for snow or ice.
The Trolley Trail Loop is located within the East Mountain Wildlife Management Area. Generally, there are no specific permits or entrance fees required for hiking in Massachusetts Wildlife Management Areas, but it's always a good idea to check the official Massachusetts DCR website for any current regulations or advisories.
Specific parking details for this trailhead are not provided, but access points for trails within the East Mountain Wildlife Management Area typically have designated parking areas. Look for official parking lots near the start of the loop, often accessible from local roads leading into the management area.
For an easy, relatively short hike like this, essentials include comfortable hiking shoes, water, snacks, and appropriate clothing for the weather. A map or GPS device (like komoot) is always recommended, especially when intersecting with multiple trails.
When hiking in the East Mountain Wildlife Management Area, remember to stay on marked trails, pack out all trash, and respect wildlife. Hunting may be permitted in certain seasons, so wearing blaze orange during those times is advisable. Always check the Massachusetts Division of Fisheries and Wildlife (MassWildlife) website for the most current regulations.
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