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Routes
Bike touring routes & trails
United States
Massachusetts
Worcester County

Sterling to Holden loop via the Massachusetts Central Rail Trail

Routes
Bike touring routes & trails
United States
Massachusetts
Worcester County

Sterling to Holden loop via the Massachusetts Central Rail Trail

Moderate

2.6

(2)

91

riders

Sterling to Holden loop via the Massachusetts Central Rail Trail

02:07

32.7km

320m

Cycling

Cycle the moderate 20.3-mile Sterling to Holden loop via the Massachusetts Central Rail Trail, featuring varied surfaces and reservoir views

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

10.7 km

Stillwater River

Highlight • River

Worcester Street passes over Stillwater River, giving a fantastic view across the water to the Old Stone Church. It was built in 1891 and is listed on the National Register of Historic Places.

Tip by

2

17.8 km

Unionville Pond

Highlight • Lake

Unionville Pond is a sparkling, picturesque pond visible between the trees along Wachusett Street. It serves as a popular fishing destination and is considered a gem in the area. Chaffins …

Tip by

3

23.7 km

Views of the Wachusett Reservoir

Highlight (Segment) • Lake

Great views of the Wachusett Reservoir. There are 37 miles of shoreline, so there are many places to get a good look at the large body of water.

As the …

Tip by

4

29.9 km

This very beautiful section takes a gravel bike path. The views between the lakes are splendid.

Tip by

5

30.0 km

Sterling Section of Mass Central Rail Trail

Highlight (Segment) • Trail

The Sterling Section of Massachusetts Central Rail Trail runs north-south from just outside the town center to Gates Road. This scenic trail passes through dense forests and weaves between two …

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B

32.7 km

End point

Parking

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Way Types & Surfaces

Way Types

20.9 km

9.18 km

2.64 km

< 100 m

Surfaces

27.5 km

2.64 km

2.41 km

181 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 (230 m)

Lowest point (120 m)

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Weather

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Tuesday 26 May

28°C

12°C

-- %

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Sterling to Holden loop via the Massachusetts Central Rail Trail?

The terrain on this loop is quite varied. You'll encounter sections of smooth, crushed-stone pathway, particularly in the Sterling segment of the Mass Central Rail Trail. However, other parts, especially in Holden, feature hard-packed dirt, stone dust, and some hilly gravel sections. Since the loop utilizes on-road connections between the disconnected rail trail segments, you will also ride on asphalt and paved roads, with some singletrack or street portions. A gravel bike or a hybrid bike with wider tires is recommended for the diverse surfaces.

Where can I park to access the Sterling to Holden loop?

Good starting points with parking include the area near the Cider Mill Shops in Sterling, which provides access to the Sterling section of the Mass Central Rail Trail. Another option is the Wachusett Reservoir parking lot in West Boylston, which connects to other segments of the rail trail. Always check local signage for specific parking regulations.

Is the Sterling to Holden loop suitable for beginners?

While individual sections of the Mass Central Rail Trail are generally considered easy, completing the full Sterling to Holden loop involves a moderate difficulty level. This is due to the mixed surfaces, including unpaved and potentially challenging sections, and some noticeable elevation changes, particularly within Holden. Beginners comfortable with varied terrain and some hills on a suitable bike (like a gravel or hybrid) should be fine, but it's not a uniformly flat, easy ride.

What can I see along the route?

The loop offers picturesque Central Massachusetts scenery. You'll pass by the Stillwater River, Unionville Pond, and enjoy expansive Views of the Wachusett Reservoir. The Sterling Section of Mass Central Rail Trail traverses wetlands and oak-pine forest, offering glimpses of West Waushacum Lake and "The Quag." You might also spot beaver activity in the cattail marshes.

Is the Sterling to Holden loop via the Massachusetts Central Rail Trail dog-friendly?

Generally, the Mass Central Rail Trail segments are dog-friendly, but dogs must be kept on a leash. When using on-road connections to complete the loop, be mindful of traffic and ensure your dog is safe and under control. Always clean up after your pet.

Do I need a permit or pay an entrance fee for this route?

No specific permits or entrance fees are required to cycle the Mass Central Rail Trail segments or the public roads used for this loop. However, since parts of the route offer views of the Wachusett Reservoir, which is part of the Wachusett Reservoir Watershed, be aware that certain activities within the watershed may have specific regulations. Always respect private property and watershed rules.

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

Spring, summer, and fall are generally the best seasons for cycling this loop. The varied surfaces can become muddy or icy in winter, making some sections more challenging. Fall offers beautiful foliage views, while spring and summer provide lush green scenery. Always check local weather conditions before heading out.

Does the trail intersect other well-known paths?

Yes, the route incorporates sections of the Mass Central Rail Trail and the Massachusetts Central Rail Trail. It also briefly passes through segments of the Blueberry HIll, Canada Mills Trail, and Paul Street.

Are there any cafes or places to stop for refreshments near the trail?

While the trail itself passes through wooded and rural areas, both Sterling and Holden have small town centers where you can find cafes or other establishments for refreshments. It's a good idea to carry sufficient water and snacks, especially for the longer, more remote sections of the loop.

What should I bring for a touring bicycle ride on this loop?

Given the varied terrain and moderate difficulty, it's advisable to bring a gravel bike or a hybrid bike with wider tires. Essential gear includes a helmet, water bottles, snacks, a repair kit (patch kit, pump, spare tube), and navigation tools (like the Komoot app) to help with the on-road connections. Dress in layers appropriate for the weather, and consider sunglasses and sunscreen.

Is the Sterling to Holden loop a continuous rail trail?

No, the Sterling to Holden loop is not a continuous, dedicated rail trail. The Massachusetts Central Rail Trail in this region consists of several disconnected segments. To complete the loop, you will utilize on-road connections between these rail trail sections, resulting in a mixed-surface ride.

Nearby routes

Easy

4.3

26

Mass Central Rail Trail: Wachusett Reservoir Loop

00:57h

11.3km

100m

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