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Hiking trails & Routes
United States
Massachusetts
Middlesex County

Shepley Steeplechase Trail

Easy

2.9

(7)

46

hikers

Shepley Steeplechase Trail

01:32

5.62km

80m

Hiking

The Shepley Steeplechase Trail offers an easy hiking experience through wooded landscapes and varied terrain. This route covers 3.5 miles (5.6 km) with a gentle elevation gain of 276 feet (84 metres), making it suitable for a relaxed outing. You can expect to complete the hike in about 1 hour…

Last updated: April 23, 2026

Waypoints

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1

2.48 km

Shepley Hill Forest Trail

Highlight • Trail

A nice wooded path up to the peak of Shepley Hill. The path is well covered by trees, so it can be a nice break from the heat.

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5.62 km

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Parking

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Way Types & Surfaces

Way Types

5.62 km

< 100 m

Surfaces

5.61 km

< 100 m

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Elevation

Elevation

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Weather

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Today

Wednesday 8 July

29°C

14°C

0 %

Additional weather tips

Max wind speed: 11.0 km/h

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Frequently Asked Questions

What is the difficulty level of this trail?

The Shepley Steeplechase Trail is generally considered easy, with a total elevation gain of around 84 meters. However, some sections, particularly those ascending over the crest of the drumlin, can feel more moderate. The outer loops tend to be more level, offering a gentler experience.

Where can I park to access the trailhead?

Specific parking details are not provided, but the trail is located at Shepley Hill within the Groton Trails Network. Look for designated parking areas near the Shepley Hill Conservation Area in Groton, MA.

Is the trail dog-friendly?

Yes, the Shepley Steeplechase Trail is generally dog-friendly. However, it's always best to keep your dog on a leash to protect wildlife and ensure a pleasant experience for all hikers.

Do I need a permit or pay an entrance fee to hike here?

The Shepley Steeplechase Trail is located within the Shepley Hill Conservation Area. Typically, conservation areas in Groton, MA, do not require permits or charge entrance fees for day use, but it's always good to check local regulations before your visit.

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

The trail can be enjoyed year-round. Spring and fall offer pleasant temperatures and beautiful foliage, while summer provides lush green scenery. Winter hiking is also possible, but be prepared for potentially icy or snowy conditions.

What kind of terrain can I expect on the hike?

You'll encounter varied terrain, including wooded paths that traverse over and around a drumlin, which is a hill formed by glacial ice. While some sections are relatively level, others involve ascents over the drumlin's crest. The trail is primarily natural surface.

Are there any interesting landmarks or viewpoints along the way?

Yes, the trail offers wooded landscapes and a notable loop that overlooks an abandoned soapstone quarry. The area also has a unique history as a former equestrian estate where Olympic horses once trained, which gives the trail its 'Steeplechase' name.

Does the trail connect with other paths?

Yes, the route also passes through sections of the Shepley Steeplechase Trail and the Nashua River Rail Trail.

How long does it typically take to complete the hike?

The Shepley Steeplechase Trail is approximately 5.6 kilometers long and typically takes around 1 hour and 32 minutes to complete at a moderate hiking pace.

What can I see along the route?

You'll primarily experience beautiful wooded landscapes. A key highlight is the Shepley Hill Forest Trail, which is part of this route. Keep an eye out for the overlook of the abandoned soapstone quarry.

Is this trail suitable for families with children?

Given its 'easy' difficulty rating and varied terrain, the trail can be suitable for families. The unique historical context and natural features like the drumlin and quarry overlook can make it an engaging experience for children, especially if they are accustomed to hiking.

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