5
hikers
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
Start point
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2.95 km
Highlight • Forest
Tip by
4.11 km
End point
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
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.