Outbound Collective logo

Wakefield, Massachusetts

Looking for the best hiking in Wakefield? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Wakefield. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Wakefield

  • Ashland, Massachusetts

    Hike the Ashland Reservoir Trail

    5.0
    3.2 mi / 68 ft gain
    Park in the lot on State Park Road (see map) to access the trail. It's a popular trail that is dog-friendly. Pay attention to the trail as at parts it is not well marked. 
    Read more
  • Harvard, Massachusetts

    Hike along the Nashua River and the Oxbow National Wildlife Refuge

    9.5 mi / 0 ft gain
    Park in the lot on Tank Road to access the Nashua River Trail. Keep your eyes peeled for turtles, chipmunks, birds, and other wildlife! This trail is open from April to October.  The trail can become flooded and muddy after a rain/ snow, so for a shorter alternative to the 9.5 miles, you can take...
    Read more
  • Norwell, Massachusetts

    Hike the Norris Reservation Loop

    2.4 mi / 60 ft gain
    Choose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...
    Read more
  • Hanson, Massachusetts

    Burrage Pond Indian Trail

    5.0
    3.39 mi / 194 ft gain
    Burrage Pond Indian Trail is an out-and-back trail where you may see beautiful wildflowers located near Hanson, Massachusetts.
    Read more
  • Milford, New Hampshire

    Granite Town Rail Trail

    13.24 mi / 761 ft gain
    Granite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.
    Read more
  • Bedford, New Hampshire

    Pulpit Rock Conservation Area Loop

    4.8
    2.4 mi / 0 ft gain
    We began our hike at Kennard Trailhead, which is easy to miss if you aren’t looking for it.  The approximate GPS address is 596 New Boston Road, Bedford, NH, though in reality the parking area is about 0.2 miles west of the junction of New Boston Rd and Esther Drive.These trails are very well mai...
    Read more
  • Sutton, Massachusetts

    Hike the Purgatory Chasm Trail

    4.7
    1 mi / 115 ft gain
    For this 1-mile hike, you can park at the Purgatory Chasm Visitor Center. From there hit the trail and explore the unusual gap between the tall granite walls, which might be adorned with climbers. Great for all ages and dogs are welcome too. The trail is open March-November.
    Read more
  • Blackstone, Massachusetts

    Hike the Blackstone Gorge Trail

    5.0
    0.7 mi / 72 ft gain
    Park at the lot at the corner of Staples Lane and County Street. From here you can access the Blackstone Gorge Trail. Dogs are allowed on leash, and you can enjoy various paths along the river or through the forest. At multiple points you can find yourself looking down at the Blackstone River fro...
    Read more
  • Westminster, Massachusetts

    Summit Mt. Wachusett via the West Side Trail

    5.0
    1.2 mi / 750 ft gain
    Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd. Take this road all the way until it intersects with West Princeton Rd. Turn left. and  drive down W Princeton Rd  for 1.2 miles and there should be a small parkin...
    Read more
  • Ashburnham, Massachusetts

    Summit Mount Watatic via the Wapack Trail

    5.0
    3 mi / 800 ft gain
    Entering Mount Watatic in your GPS will take you to Rindge State Road (119), continue about two minutes down the road past where the GPS tells you. on the Right hand side you will will see a sign for Mount Watatic Parking area or just enter in coordinates: 42.696796, -71.904521 You will begin the...
    Read more
  • North Smithfield, Rhode Island

    Hike the Fort Wildlife Refuge

    1 mi
    The parking area is about 50 yards down the dirt driveway on your right. Take care in the spring, as the parking lot can become a mud pit!  This wildlife refuge is a series of loops which lead to three different ponds. These directions are for the 'Pond One' loop. When you start on the trail, sta...
    Read more
  • Temple, New Hampshire

    Hike the North & South Peaks of Pack Monadnock

    5.0
    8.3 mi / 2290 ft gain
    This route will take you to both peaks and on most of the trails in this section of the park! Take the Wapack Trail (1.4 miles, rocky, challenging) to the summit of South Pack (2290') and climb the fire tower for some incredible views! On a clear day, you can see the Boston skyline. Then continue...
    Read more
  • Temple, New Hampshire

    Hiking Pack Monadnock at Miller State Park

    4.0
    2.8 mi
    Miller State Park is the oldest State park in New Hampshire and offers the perfect spring, summer or fall hike. From the parking area, visitors can choose from one of three trails: The Marion Davis Trail (1.4 miles to peak), The Wapack Trail (1.4 miles to peak) or the Auto-road (~ 1.0 miles to pe...
    Read more
  • Douglas, Massachusetts

    Hike the Coffeehouse Loop, Douglas State Forest

    3.0
    2.2 mi / 500 ft gain
    Douglas State Forest is located off of Rte 16 in south central Massachusetts. To access trails and the lake, head to the parking area on Wallum Lake Park Road. From the parking lot, you can access the Coffeehouse Loop Trail, as well as a few other shorter trails by the lake. The Coffeehouse Loop ...
    Read more