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Hiking trails & Routes
United States
Massachusetts
Norfolk County
Milton

Great Blue Hill via Wolcott Path Loop

Easy

4.5

(9955)

9,956

hikers

Great Blue Hill via Wolcott Path Loop

00:57

3.13km

110m

Hiking

Embark on an easy 1.9-mile (3.1 km) hike along the Great Blue Hill via Wolcott Path Loop, a route that takes you through serene woodland paths. You will ascend about 354 feet (108 metres) over approximately 56 minutes, making it a perfect quick escape. As you hike, you will experience rolling terrain with gentle inclines and descents, winding through shady pine and hemlock forests. Keep an eye out for the distinct northeast slope of Great Blue Hill as the path guides you through Wildcat Notch. This loop offers a refreshing outdoor experience without demanding too much time or effort.

Accessing the Great Blue Hill via Wolcott Path Loop is straightforward, with parking typically available right at the trailhead. This makes it an excellent choice for a spontaneous outdoor adventure. The trail is suitable for most users, including families with children, though you should be aware that the eastern side of the route can have uneven footing and loose rock, especially after rain. Plan your visit during dry conditions for the most comfortable experience.

This loop primarily circles Wolcott Hill, offering a focused exploration of this specific area within the larger Blue Hills Reservation. While on the trail, listen for the calls of frogs around the vernal pool, particularly in spring. The broader reservation is known for its diverse ecosystems and offers panoramic views of the Boston skyline from the summit of Great Blue Hill, providing a sense of place and connection to the surrounding landscape.

Last updated: April 23, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Blue Hills Reservation

Waypoints

A

Start point

Parking

Get Directions

1

258 m

Summit Road

Highlight (Segment) • Climb

Summit Road is a popular route up to Great Blue Hill. It winds through the wooded Blue Hill Reservation. The route is also popular with hikers and runners, so make sure you are aware of other road users, especially when descending.

At the top, there are wonderful views of Boston to reward you for the tough climb up.

Tip by

2

1.56 km

Whilst Great Blue Hill is the tallest of the 22 hills in the Blue Hills Chain, it is only a moderate climb from the main road, making it achievable for most. From the top, you're afforded tremendous views across the surrounding area, including over the whole of Boston and on a clear day, all the way to Mount Monadnock in New Hampshire.

Tip by

B

3.13 km

End point

Parking

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Way Types & Surfaces

Way Types

2.85 km

258 m

Surfaces

1.63 km

1.31 km

171 m

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Elevation

Elevation

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Weather

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Today

Thursday 9 July

33°C

18°C

26 %

Additional weather tips

Max wind speed: 17.0 km/h

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Frequently Asked Questions

Is the Great Blue Hill via Wolcott Path Loop suitable for beginners or families?

Yes, this trail is generally considered easy to moderate and is a great introductory hike. Its rolling terrain makes it manageable for a wide range of hikers, including families with children.

Where can I park to access the Wolcott Path Loop?

Parking is typically available within the Blue Hills Reservation. While specific parking lots aren't detailed, you'll find designated areas for trailhead access.

Are there any permits or entrance fees required for hiking in the Blue Hills Reservation?

No, there are generally no permits or entrance fees required for public access to the Blue Hills Reservation. You can find more information on the official mass.gov website.

What kind of terrain can I expect on the Wolcott Path Loop?

The trail features pleasant woodland paths through shady pine and hemlock forests. You'll encounter rolling terrain with gradual ups and downs. Be aware that the eastern side of the route may have uneven footing and loose rock, especially when wet.

What can I see along the Great Blue Hill via Wolcott Path Loop?

You'll enjoy peaceful forest scenery and views of the impressive northeast slope of Great Blue Hill, particularly as you pass through Wildcat Notch. The route also includes a section of Summit Road. While this loop primarily circles the base of Wolcott Hill, the broader Blue Hills Reservation offers panoramic views of the Boston skyline from the summit of Great Blue Hill.

Is the Wolcott Path Loop dog-friendly?

Yes, dogs are generally allowed on trails within the Blue Hills Reservation. It's always best to keep them on a leash and practice Leave No Trace principles.

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

The trail is enjoyable in most seasons. Spring offers the chance to hear frog calls near a large vernal pool, while fall brings beautiful foliage. Summer provides shady relief in the woodlands, and winter can offer a serene experience, though conditions may be icy or snowy.

Does the Wolcott Path Loop connect with other trails?

Yes, the route intersects with several other paths. You'll find yourself on sections of the Wolcott Path, Coon Hollow Path, and Eliot Circle, among others, as you navigate the loop.

What wildlife or natural features might I encounter?

Beyond the scenic woodlands, keep an eye out for local wildlife. In the spring, a notable feature is a large vernal pool near intersection 1092, where you can often hear frog calls.

Are there any viewpoints along the route?

While the loop itself offers pleasant woodland views and glimpses of Great Blue Hill, the most iconic panoramic views of the Boston skyline and Boston Harbor are found from the summit of Great Blue Hill, which is accessible from the broader Blue Hills Reservation.

Are there cafes or amenities near the Blue Hills Reservation?

The Blue Hills Reservation is located near Milton, Massachusetts, which offers various amenities including cafes, pubs, and accommodation options. You'll find these a short drive from the trailheads.

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