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Best trails in Wayland

326 Reviews
Looking for a great trail near Wayland, Massachusetts? AllTrails has 7 great hiking trails, trail running trails, walking trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Borderland State Park or Whitehall State Park, we've got you covered. You'll also find some great local park options, like Blue Hills Reservation or Watatic Mountain State Wildlife Area. Just looking to take a quick stroll? We've got 6 easy trails in Wayland ranging from 1.2 to 4.5 miles and from 127 to 298 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Wayland
Top trails (7)
#1 - Hamlen Woods and Mainstone Farm Loop
Hamlen Woods
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(132)
Length: 2.1 mi • Est. 57 m
This trail starts on the west side of Rice Road near Wayland. There are many trails in this area, so trips can be shortened or extended as desired. Be careful to stay on public trails, as there are some private trails in this area! The trail starts in the Hamlen Woods, then traverses into the Mainstone Farm, then takes a right to return to the parking area.Show more
#2 - Mass Central Rail Trail: Wayland to Weston Station
Wayland, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(69)
Length: 4.5 mi • Est. 1 h 55 m
#3 - Hamlen Woods via Mainstone Farm Reservation
Mainstone Hills Conservation Area
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(39)
Length: 3.1 mi • Est. 1 h 16 m
Sudbury Valley Trustees' Hamlen Woods encompasses upland forest and an old reservoir with beaver activity. The adjacent Mainstone Farm CR is a sweeping 218-acre landscape that includes agricultural fields and woodland. The trails are marked with colored diamond-shaped signs, indicated by the corresponding colored lines on the map. The blue trail will lead you from the Hamlen Woods parking area, north to Reeves Hill Conservation Land, over a one-way route of approximately 1.75 miles. The red trail will take you on an approximately 4.5-mile circuit through all of the connected areas. The ponds that greet you near the Hamlen Woods parking area on Rice Road were created when Snake Brook was dammed in colonial times, initially to create Rice’s Pond. The dam eventually was enlarged to create a reservoir for nearby Cochituate Village, but its use as a water supply ended in 1929. The banks of ponds and streams here include outcroppings of ancient bedrock, a formation of weathered granite known as “Rice Gneiss” (named for nearby Rice Road)Show more
#4 - Hazel Brook Conservation Area
Ogilvie Town Forest
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(33)
Length: 4.1 mi • Est. 1 h 49 m
Starting Point is on Hazel Brook Lane. Hiking through Hazel Brook Conservation Area (Sudbury Valley Trustees) leads to multiple loop possibilities. Ogilvie Town Forest. Most of these trails have a nice pine footbed for pleasant hiking. A spur trails leads into McDowell Van Leet Land in Lincoln.Show more
#5 - Greenways Conservation Loop
Greenways Conservation Area
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(12)
Length: 1.2 mi • Est. 29 m
Sudbury Valley Trustees' Greenways Conservation Area is a portion of the former Paine Estate, purchased by SVT and the Town of Wayland in 1995. Historic sites, woods, open fields brimming with milkweed, wetlands and almost one-half mile of shoreline on the Sudbury River make Greenways a remarkable place. Visitors can explore nearly two miles of trails, many of them old cart paths. Greenways is a birdwatcher’s delight. Birders have been recording bird sightings at this site for over 100 years. Species that have been spotted include great blue heron, downy woodpecker, great crested flycatcher, house wren, gray catbird, and chipping sparrow. A canoe landing offers access from the river. A bench and picnic table overlook the river, allowing for a pleasant rest for hikers and paddlers. Show more
#6 - Upper Mill Brook
Upper Mill Brook
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(7)
Length: 1.4 mi • Est. 35 m
Sudbury Valley Trustees' Upper Mill Brook, cooperatively managed with the Town of Wayland, takes walkers through a landscape that has seen a variety of uses since colonial times. While a basic tour takes about 45 minutes, additional extensions onto Wayland conservation land can add up to another 2 hours. The main trail is easy; however the extension to Claypit Hill Road is moderately difficult. In recent years, beavers have caused flooding, forcing frequent trail closures. The wetlands created by beaver activity provide and enhance habitat for many species of wildlife. In May and June, visitors may be rewarded with views of a heron rookery in the beaver pond to the east of the red trail on SVT’s portion of Upper Mill Brook.A spring visit brings the added pleasure of wildflowers, including wood anemone, lady’s slipper, and fringed polygala. In 2001 a field near the pond was planted with chestnut seedlings as part of the American Chestnut Foundation’s program for breeding blight-resistant trees. The large swamp in the central portion of the property, now a beaver-enlarged wetland, was at one time flooded for use as cranberry bogs and for ice cutting.Show more
#7 - Heard Farm Loop
Wayland, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(12)
Length: 1.8 mi • Est. 44 m
This is a flat loop around Heard Farm pastures. There is occasional access to the Sudbury Rive, offering nice views of the wetlands. The flat terrain and wide fields are ideal for beginner cross country skiers.Show more