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Hampden County
Holyoke

Trolley Trail Loop

Easy

2

hikers

Trolley Trail Loop

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

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Includes off-grid segments

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After 0 m for 41 m

After 4.88 km for 43 m

Waypoints

A

Start point

Parking

Get Directions

1

1.45 km

Clear Pond

Highlight • Lake

This is the first pond where Paucatuck Brook empties out before it continues on to Ashley Pond. It's a scenic spot to view wildlife and take in the serene landscape. …

Tip by

2

4.01 km

Trolley Trail

Highlight (Segment) • Trail

Some of the Paucatuck Brook crossings on the Trolley Trail will for sure test your balance. Nevertheless, I find these crossings quite fun since they force you to be even more present.

Tip by

B

4.92 km

End point

Parking

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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 %

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Max wind speed: 10.0 km/h

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Frequently Asked Questions

How long does it typically take to hike this loop?

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.

Is this trail suitable for beginners or families?

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.

What is the terrain like on the Trolley Trail Loop?

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.

What can I see along the route?

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.

Does the trail intersect with other well-known paths?

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.

Is the Trolley Trail Loop dog-friendly?

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.

What is the best time of year to visit?

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.

Are there any permits or entrance fees required for this trail?

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.

Where is the best place to park for the trailhead?

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.

What should I bring for a hike on this loop?

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.

What regulations should I be aware of in the East Mountain Wildlife Management Area?

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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