Weston Ski Track
A ski center designed to give people in the Greater Boston area the chance to alpine ski, cross country ski and snowshoe close to home. Weston Ski Track is a cross-country ski and snowshoeing center serving the Boston ... bostoncentral.com
Rocky Woods
The reservation features over six miles of former woods roads and footpaths through rolling hills of white pine and red oak that are part of both the Neponset River Watershed and the Charles River Watershed. Rocky ledges a... trailpeak.com
Moose Hill Wildlife Sanctuary, Sharon, Massachusetts
Have you ever longed to find some secluded hilltop and just sit peacefully, letting the breeze and quietness lull your senses? I have, and Moose Hill Wildlife Sanctuary in Sharon has one of the best views in the region. The s... trails.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
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
Strawberry Hill Trail
Strawberry Hill Trail is the longest, most well maintained section of trail for all the above activities. This trail is part of Hale Reservation in Westwood and Dover, Mass. Hale is a non-profit organization that facilitat... trailpeak.com
Warner Trail
The Warner Trail is the perfect "stroll in the woods". With no real extreme terrain this beautiful trail winds through a number of southeastern MA towns and finally drops you off into Diamond Hill State Pak (Rhode Island).... trailpeak.com
Francis William Bird Park
Francis William Bird Park is an 89-acre landscaped park created and endowed in 1925 by Charles Sumner Bird, Sr. and his wife Anna in memory of their eldest son, Francis William Bird (1881-1918). Over three miles of wal... bostoncentral.com
Bradley Estate
A lovely loop around an historic estate, with formal gardens, a walled kitchen garden, llamas and chickens. Particularly beautiful in spring when the flowering trees and rhododendrons are in full bloom. Directions: From Ro... trailpeak.com
Blue Hills State Reservation
Located only minutes from the bustle of downtown Boston, the Blue Hills Reservation stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph, providing a green oasis in an urban environment. Rising above th... bostoncentral.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
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
Noanet Woodlands
The appeal of the Noanet Woodlands is the view from the top of Noanet Peak. You'll be hard pressed to find a vista that conceals nearby suburbia so well this close to Boston. This unique rock-top can be found by Caryl Trai... trailpeak.com
F Gilbert Hills
Covering 1,027 acres in Foxboro and Wrentham, F. Gilbert Hills is a "passive use" pine and oak forest. There are 23 miles of trails for various uses, looping through the forest. One of these leads to the Warner Trail, a lo... trailpeak.com
Reformatory Branch Trail
The rugged and beautiful Reformatory Branch Trail meanders more than 4 miles through three natural areas: Elm Brook Conservation Area, Mary Putnam Webber Wildlife Preserve, and Great Meadows National Wildlife Refuge. It is... traillink.com
Estabrook Woods
Estabrook Woods is an amazing place nestled inside Concord, MA. If the variety of trails weren't enough, the history is very special. Here you can walk on the same road that the Minutemen traveled from Carlisle to the Nort... trailpeak.com
Assabet River Rail Trail
The Assabet River Rail Trail provides a forested escape from the surrounding urban bustle. Traveling 5.6 miles (with plans to expand it to 12 miles, the trail connects the towns of Hudson and Marlborough, and parallels the... traillink.com