Harold Parker State Forest
This state park has it all!!! 35 miles of trails to hit up for biking, hiking, snowshoeing, or skiing. Or take advantage of the 11 ponds to drop your canoe or kayak in (or swim in after a nice long hike). I put 5 hours bec... from trailpeak.com
Callahan State Park
I parked at the North Entrance and started by taking the Backpacker Trail. I then took Pine Tree Trail and Bear Claw trail. I had a hard time finding my way back to the North Entrance because at times three trails would me... trailpeak.com
Nashoba Valley Snow Tubing & Skiing
Cruise the slopes of Nashoba Valley's Snow Tubing Park seven days and seven nights. Bring the family and enjoy one of the fastest-growing winter recreational activities. Serviced by four lifts and maintained by Nashoba... bostoncentral.com
Neponset River Bike Trail
Over its short distance, this trail goes from urban wilderness through a mill village and a salt marsh to beaches on Boston Harbor. In the future it will connect the several-thousand-acre Blue Hills Reservation to the John... traillink.com
Hammond Pond
So much to do in this space just outside of Boston!!! Some great bouldering, nice easy mntn biking, trails to run or walk, and a nice spot to throw your boat into!! Directions: From 9 east or west to the Hammond Pond Parkw... trailpeak.com
Weston Ski Track
Snow making starts December 2011; Weston Ski Track is a cross-country ski and snowshoeing center located on the Leo J. Martin Golf Course and serving the Greater Boston area. With natural snow, we groom 15km of trails. ... massvacation.com
Multi Use Trails
These trails are designed with different activities in mind. They are marked my white or yellow triangles pointing the way. The trail is designed to creat two loops so you can do laps on your bike or just go out for a shor... trailpeak.com
Cutler Park
The parking area for Cutler Park is located in Needham MA. But the park itself extends into Dedham, Newton, Brookline and Boston. The park consists of a few hills and a lot of trails near an 800-acre marsh along the Charle... trailpeak.com
Blue Hills
As the closest ski resort to Boston, Blue Hills Ski Area offers Bostonians a chance to escape from everyday worries and hit the mountain! With 309 feet of vertical drop, 9 lifts and 60 acres of terrain, all less than 30 ... ettractions.com
Breakheart Reservation
Breakheart Reservation is a 640-acre hardwood forest with jagged, rocky outcroppings, two fresh-water lakes, and a rambling section of the Saugus River. Seven rocky hills, over 200 feet high, provide vistas of Boston, ... bostoncentral.com
Cutler Park
Moderate trail, not very difficult but good convenient trail nearby many flat parts for hikers and some easy/moderate hills for mountain biking Directions: You can enter from either Kendrick Street in Needham or from Great... trailpeak.com
Weston Ski Track
Weston Ski Track is a cross-country ski and snowshoeing center serving the Boston area. With natural snow, they groom 15km of trails. Snowmaking on a 2km lighted loop provides consistent snow conditions and reliable night ... trailpeak.com
Battle Road Woodlands Conservation Area
The Battle Road Woodlands Conservation Area is mostly used for hiking and cross-country skiing... patch.com
Prospect Hill Park
Prospect Hill Park is run by the city of Waltham... patch.com
Brooksby Farm
The trail is located at Brooksby Farm in Peabody, MA. It is a great place for a family hike, during the summer or cross country skiing in the winter (they rent skis if you don't have your own....it is cheap). The trails ra... trailpeak.com
Great Brook Ski Touring Center
Fast Facts: Trails Groomed? No Groomed for Skate Skiing? No Has Rental Skis? No Is There a Trail Fee? No skisite.com
Noanet Woodlands Reservation, Dover, Massachusetts
Like the nearby, affluent town of Dover, this rolling ramble seems built for comfort. Its broad, well-marked trails with their numbered intersections bring you across a brook and over a scenic vista as a proper introduction b... trails.com
Marblehead Rail-trail
Shaped like a Y, this 4.1-mile rail-trail connects two seaside towns. From the trail junction in quaint Marblehead, one branch meanders through conservation areas and past harbor overlooks to Salem, notorious for its 1692 ... traillink.com