Guide to Family-Friendly Trails in and Around Boston
Boston’s green spaces make it easy to get kids outside without committing to a full-day hike. These five trails balance stroller-friendly paths, bathrooms, and MBTA access, with enough variety to keep everyone from toddlers to teens engaged. Updated August 2025.
At-a-Glance
- Neighborhoods: JP, Dorchester, East Boston, Milton, Medford
- MBTA stops: Forest Hills, JFK/UMass, Maverick, Mattapan Trolley, Oak Grove
- Surfaces: Mix of paved, gravel, and dirt
- Bathrooms: Available at major trailheads
- Dogs: Allowed on leash in most areas
- Quiet times: Early mornings, weekdays
- Updated: August 2025
Arnold Arboretum — Jamaica Plain
The Arboretum’s paved main loop is stroller- and wheelchair-friendly, making it one of the most reliable spots for families year-round. Side trails let older kids climb hills and explore, while toddlers can stay on flat paths near the Hunnewell Visitor Center. Bathrooms are open seasonally, and the MBTA Forest Hills stop is a ten-minute walk away. Mornings before 10am are the calmest for families who prefer a quieter experience.
Trail length: Up to 3 miles
Surface: Paved with optional dirt side trails
Bathrooms: At Visitor Center (seasonal)
Dogs: Allowed on leash
MBTA/Parking: Forest Hills (Orange Line); limited parking
Link: arboretum.harvard.edu
Blue Hills Reservation — Milton
Just outside the city, Blue Hills offers family-friendly options without the intensity of its longer trails. The Eliot Tower loop provides a short, rewarding climb, while Houghton’s Pond has a flat, stroller-accessible path with picnic areas. Bathrooms and snack stands are near the pond in season, and parking lots make it an easy weekend drive. Expect crowds on peak fall weekends.
Trail length: 1–3 miles
Surface: Mix of gravel, dirt, paved near pond
Bathrooms: At Houghton’s Pond
Dogs: Allowed on leash
MBTA/Parking: Mattapan Trolley + bus; ample parking
Link: mass.gov/locations/blue-hills-reservation
Middlesex Fells — Medford
The Fells’ Spot Pond area is a family favorite, with wide, well-marked trails and plenty of space to explore. The Reservoir Trail loop is manageable for older kids and teens, while younger ones can enjoy short strolls by the water. Bathrooms are at the Botume House Visitor Center. On weekends, bring snacks—there aren’t food vendors on site. Accessible by MBTA with a short walk, or by car with several parking lots nearby.
Trail length: 1–2.5 miles
Surface: Dirt and gravel
Bathrooms: At Visitor Center
Dogs: Allowed on leash
MBTA/Parking: Oak Grove (Orange Line) + 15-min walk; parking lots available
Link: friendsofthefells.org
Neponset River Greenway — Dorchester/Mattapan
This paved riverside trail is perfect for strollers, scooters, and bikes. Families can start near Pope John Paul II Park and follow the flat path along the Neponset River. The trail is dotted with playgrounds and benches, making it easy to break up the outing for little ones. Bathrooms are near the park entrances. The Mattapan Trolley connects directly to the trail, making it one of the most MBTA-friendly greenways.
Trail length: Up to 5 miles (out and back)
Surface: Fully paved
Bathrooms: At Pope John Paul II Park
Dogs: Allowed on leash
MBTA/Parking: Mattapan Trolley; free parking lots
Link: mass.gov/locations/neponset-river-reservation
Belle Isle Marsh — East Boston
Boston’s only salt marsh offers short, flat boardwalk trails where kids can spot herons, egrets, and other wildlife. It’s an easy introduction to nature walks without leaving the city. Bathrooms are available seasonally, and benches along the loop let families rest. The Maverick stop on the Blue Line is a quick ride from downtown, and the marsh feels surprisingly peaceful given its proximity to Logan Airport.
Trail length: 0.5–1 mile
Surface: Boardwalk and gravel
Bathrooms: Seasonal facilities
Dogs: Allowed on leash
MBTA/Parking: Maverick (Blue Line); small parking lot
Link: mass.gov/locations/belle-isle-marsh-reservation