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Routes
Hiking trails & Routes
United States
Massachusetts
Worcester County

Prison Camp Road and Pine Plain Road Loop

Moderate

4.6

(6259)

15,566

hikers

Prison Camp Road and Pine Plain Road Loop

02:28

9.42km

70m

Hiking

Hike the moderate 5.9-mile Prison Camp Road and Pine Plain Road Loop in Rutland State Park, gaining 242 feet over varied terrain.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

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Waypoints

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B

9.42 km

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Way Types & Surfaces

Way Types

5.83 km

2.86 km

638 m

< 100 m

Surfaces

7.87 km

1.13 km

415 m

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Elevation

Elevation

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Today

Monday 25 May

22°C

9°C

0 %

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Max wind speed: 21.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where does the Prison Camp Road and Pine Plain Road Loop trail start, and is there parking available?

The trail is located within Rutland State Park. While specific trailhead parking for this exact loop isn't detailed, visitors typically access trails in the park from designated parking areas. It's advisable to check the official Rutland State Park website or signage upon arrival for the most current parking information and trailhead access points.

Is the Prison Camp Road and Pine Plain Road Loop suitable for beginners or families?

Rated as a moderate hike, this 9.4 km loop with about 74 meters of elevation gain is generally suitable for those with some hiking experience. While not overly strenuous, beginners should be prepared for the distance and varied terrain. Families with younger children might find the duration challenging, but active families should enjoy it.

What is the terrain like on this hiking route?

As a moderate hike within a state park, you can expect a mix of surfaces. The route incorporates sections of named fire roads like Prison Camp Fire Road and Kitchen Fire Road, suggesting wider, potentially gravel or dirt paths. Other sections, including parts of the Midstate Trail, might be narrower singletrack through forested areas. Expect some gentle climbs and descents.

Does this trail intersect with other well-known paths?

Yes, the route incorporates sections of several other trails. You'll find yourself on parts of the Midstate Trail (covering about 39% of the route), Prison Camp Fire Road (22%), Kitchen Fire Road (19%), and Prison Camp Cutoff Road (5%).

Is the Prison Camp Road and Pine Plain Road Loop dog-friendly?

Rutland State Park generally welcomes dogs, but they must be kept on a leash at all times. Please ensure you clean up after your pet to help keep the trails enjoyable for everyone.

What is the best time of year to hike this loop?

The trail can be enjoyed year-round. Spring offers lush greenery and blooming wildflowers, while autumn provides stunning fall foliage. Summer is popular, but be prepared for warmer temperatures and potential insects. Winter hiking is possible, but conditions can be icy or snowy, requiring appropriate gear like microspikes.

Are there any permits or entrance fees required for Rutland State Park?

Rutland State Park, like many Massachusetts state parks, typically has no entrance fee for walk-in visitors. However, there may be parking fees during peak seasons or for specific parking lots. It's always best to check the official Massachusetts DCR (Department of Conservation and Recreation) website for the most current information on fees and regulations before your visit.

What kind of wildlife might I encounter on the trail?

As a forested area within a state park, you might spot various birds, squirrels, chipmunks, and possibly deer. Keep an eye out for smaller mammals. Remember to observe wildlife from a distance and never feed animals.

Are there any viewpoints or notable landmarks along the route?

While specific named viewpoints aren't detailed for this particular loop, trails within Rutland State Park often offer scenic views of the surrounding woodlands and reservoir areas. The varied terrain and intersecting fire roads provide a diverse natural experience.

What amenities are available near Rutland State Park?

The town of Rutland, Massachusetts, offers basic amenities. You can find local cafes, small eateries, and possibly some convenience stores for supplies before or after your hike. For more extensive dining or accommodation options, you might look to larger nearby towns.

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