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Hiking trails & Routes
Middlesex County
Woburn

Whispering Hill Loop

Easy

5

hikers

Whispering Hill Loop

01:05

4.11km

40m

Hiking

Enjoy an easy 2.6-mile hike through woodlands and meadows in Mary Cummings Park, with gentle climbs and wetlands.

Last updated: February 26, 2026

Waypoints

A

Start point

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1

2.95 km

Mary Cummings Wetlands

Highlight • Forest

Mary Cummings Park spans over 200 acres in Burlington and Woburn, Massachusetts, is a public park featuring diverse habitats, including wetlands, vernal pools, forests, fields, and thickets. Established in 1930 from the estate of philanthropist Mary P.C. Cummings, the park offers a network of trails suitable for hiking and nature observation, with boardwalks and bridges providing access through wetland areas. The park is open daily from dawn to dusk, free of charge.

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4.11 km

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Way Types & Surfaces

Way Types

3.66 km

400 m

Surfaces

2.64 km

1.01 km

370 m

< 100 m

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Elevation

Elevation

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Weather

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Today

Thursday 7 May

18°C

8°C

14 %

Additional weather tips

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 can I park to access the Whispering Hill Loop?

The Whispering Hill Loop is located within Mary Cummings Park. Parking is generally available at designated areas within the park. Since it's a popular local spot, arriving earlier on busy days might help secure a good parking spot.

Is this trail suitable for beginner hikers or families with children?

Yes, the Whispering Hill Loop is considered an easy hiking route, making it ideal for beginner hikers and families. It features gentle climbs and a relaxed journey through varied landscapes.

What kind of terrain can I expect on the loop?

You can expect a varied and relaxed journey through shaded woodlands, open meadows, and areas with classic New England stone walls. The route also includes gentle climbs, wetlands, and follows a quiet stream. Be prepared for potentially muddy sections in spring.

What natural features or points of interest will I see along the way?

The trail winds through diverse scenery, including woodlands, meadows, and wetlands. A notable highlight along the route is the Mary Cummings Wetlands, offering a chance to observe local flora and fauna.

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

The Whispering Hill Loop is a quiet, year-round destination. While enjoyable in all seasons, spring can bring muddy sections, and summer might have bugs. Each season offers its own unique beauty, from lush greenery to autumn colors or a peaceful winter landscape.

Is the Whispering Hill Loop dog-friendly?

Yes, leashed dogs are permitted on the Whispering Hill Loop. It's a great spot to enjoy a walk or hike with your canine companion.

Are there any permits or entrance fees for Mary Cummings Park?

Mary Cummings Park, where the Whispering Hill Loop is located, is one of the largest open spaces in the greater Boston area. Generally, there are no permits or entrance fees required to access the park or its trails.

How long does it typically take to complete the loop?

The Whispering Hill Loop is approximately 4.1 kilometers (2.5 miles) long and typically takes around 1 hour and 5 minutes to complete at a moderate hiking pace.

Does this route connect with other trails in the park?

Yes, the Whispering Hill Loop intersects with several other trails within Mary Cummings Park. You'll find sections that overlap with trails like the Science & Nature Trail, Stone Wall Trail, and the Pipeline Trail, offering opportunities to explore further.

Are there any seasonal considerations or specific gear I should bring?

In spring, be prepared for muddy sections, so waterproof footwear is advisable. During summer, bugs might be present, so insect repellent could be useful. Otherwise, standard hiking gear suitable for an easy, varied terrain trail is recommended.

What should I know about Mary Cummings Park where this trail is located?

Mary Cummings Park is a significant natural area, recognized as one of the largest open spaces in the greater Boston area. The Whispering Hill itself encompasses a 75-acre parcel of protected land within the park, offering a tranquil escape for walking, hiking, and trail running.

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