Best stroller friendly hiking trails in Massachusetts
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Best stroller friendly hiking trails in Massachusetts

Need a trail that's as smooth as your little one's nap schedule? These stroller-friendly hikes let you enjoy the outdoors without waking the baby—or the tired parent pushing the stroller!

Here are some great trails to explore in Massachusetts.

Most popular trails


Reviews for stroller friendly hiking trails in Massachusetts

Oralee Russel avatar

Jamaicaway Pond and Leverett Pond Loop

JourneyBasecamper97 · reviewed 6 months ago

star star star star star


Jason Corkery avatar

Columbia Greenway Rail Trail

SummitTracker96 · reviewed 4 months ago

star star star star star


Daphine Wyman avatar

Marblehead Rail Trail

JourneyAdventurer72 · reviewed 8 months ago

star star star star star


Joshua Bartell avatar

Mass Central Rail Trail - Wayside

BirchTrekker76 · reviewed 9 months ago

star star star star star


Arielle Donnelly avatar

Old Eastern Marsh Trail

ThicketCairntracker48 · reviewed 8 months ago

star star star star star


Frequently asked questions for hiking trails in Massachusetts

What is the climate like for hiking in Massachusetts?

Massachusetts showcases a varied climate that shapes the hiking experience across seasons. Spring (March-May) offers cooler temperatures and budding vegetation, though trails can be muddy from snowmelt. Summer (June-August) presents warm, sunny days perfect for hiking, but hydration is crucial due to the heat.
Fall (September-November) is ideal for hiking with moderate temperatures and stunning fall colors. Winter (December-February) provides serene snowy landscapes for well-equipped hikers. Autumn is often recommended for the most comfortable hiking experience. Always check the weather before setting out. The Massachusetts Department of Conservation and Recreation (https://www.mass.gov/orgs/department-of-conservation-recreation) and the National Weather Service (https://www.weather.gov/) are excellent resources.


Do I need a permit to hike in Massachusetts?

In Massachusetts, most hiking trails are open to the public without requiring permits. However, for certain activities such as camping or fishing, you may need a permit. To obtain permits and get further information, contact the Massachusetts Department of Conservation and Recreation (https://www.mass.gov/orgs/department-of-conservation-recreation).


Is wild camping allowed in Massachusetts?

Wild camping in Massachusetts is generally restricted to designated campgrounds within state parks and forests. Some areas may require a camping permit. To protect the natural environment, always follow Leave No Trace principles. For camping regulations and permit information, visit the Department of Conservation and Recreation's website (https://www.mass.gov/orgs/department-of-conservation-recreation).


Are there mountain rescue services in Massachusetts?

In case of emergencies during hiking in Massachusetts, dial 911 to reach local authorities who will coordinate with the appropriate agencies for mountain rescue. The Massachusetts Department of Conservation and Recreation's Park Watch Program is also involved in rescue efforts. Visit their website for more information (https://www.mass.gov/orgs/department-of-conservation-recreation).


Are there dangerous plants in Massachusetts?

Hiking in Massachusetts, you'll find a variety of flora including oak, maple, and pine trees, along with a diverse array of wildflowers. Be aware of poison ivy, especially in wooded areas. For more on Massachusetts' flora, the Native Plant Trust's Go Botany website (https://gobotany.nativeplanttrust.org/) is a helpful resource.


What wildlife should I be aware of when hiking in Massachusetts?

Hikers in Massachusetts might encounter white-tailed deer, squirrels, and a variety of bird species. Be mindful of ticks and mosquitoes during the warmer months. Black bears are present, though encounters are rare. The Massachusetts Division of Fisheries & Wildlife (https://www.mass.gov/orgs/division-of-fisheries-and-wildlife) provides useful wildlife information.