Bolton, Massachusetts
Top Spots in and near Bolton
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Boston, Massachusetts
Run the Jamaica Pond and Victorian Jamaica Plain Loop
5.01.5 mi / 95 ft gainPark in the Jamaica Pond parking area. You can go either direction on this loop trail, which is highly trafficked and dog-friendly. Keep a lookout for (and a respectful distance from) the wildlife that live here. The loop around Jamaica Pond itself is 1.5 miles. The best part about running in thi...Read more -
Andover, Massachusetts
Deer Jump Reservation Loop
5.02.09 mi / 171 ft gainDeer Jump Reservation Loop is a loop trail that takes you by a river located near Andover, Massachusetts.Read more -
Milford, New Hampshire
Granite Town Rail Trail
13.24 mi / 761 ft gainGranite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.Read more -
Cambridge, Massachusetts
Charles River Path
4.528.16 mi / 745 ft gainThe Charles River Path becomes a center of activity in Boston, especially during the summer, and you can run (or bike) it! It is a paved pathway that travels along both sides of the Charles River from the North End of the city to Allston and beyond. There are several bridges along the way with pe...Read more -
Boston, Massachusetts
Public Garden Monument Walking Tour
5.01.18 mi / 43 ft gainPublic Garden Monument Walking Tour is a loop trail that takes you by the lake located near Boston, Massachusetts.Read more -
Boston, Massachusetts
Freedom Trail
4.52.9 mi / 121 ft gainPark along the trail and then hop on. The Freedom Trail allows you to not only see the most beautiful parts of Boston (which is an absolutely gorgeous city) but you can learn some history too! Head off the trail a bit to explore the Charles River, the waterfront near the aquarium and picturesque ...Read more -
Blackstone, Massachusetts
Hike the Blackstone Gorge Trail
5.00.7 mi / 72 ft gainPark 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 -
Douglas, Massachusetts
Hike the Coffeehouse Loop, Douglas State Forest
3.02.2 mi / 500 ft gainDouglas 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 -
Milton, Massachusetts
Houghton's Pond Recreation Area
3.01.2 mi / 79 ft gainHoughton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, Massachusetts.Read more -
Randolph, Massachusetts
Hike the Ponkapoag Pond Trail
4.03.82 mi / 173 ft gainPark at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round.Read more -
Londonderry, New Hampshire
Kendall Pond Yellow and Blue Trails
4.01.18 mi / 223 ft gainKendall Pond Yellow and Blue Trails is a loop trail that takes you through a nice forest located near Londonderry, New Hampshire.Read more -
Temple, New Hampshire
Hike the North & South Peaks of Pack Monadnock
5.08.3 mi / 2290 ft gainThis 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
4.02.8 miMiller 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 -
Quincy, Massachusetts
Skyline Trail Loop at Blue Hills
4.09.63 mi / 1358 ft gainPark in the lot across from Batterymarch Rd off of Willard St. Access the Skyline trail from here, it is marked blue. Follow the signs. The trails in Blue Hills are perfect for training for backpacking because they are so steep and rocky. I would fill up a big pack and take the skyline trail up t...Read more -
North Smithfield, Rhode Island
Hike the Fort Wildlife Refuge
1 miThe 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 -
Bedford, New Hampshire
Pulpit Rock Conservation Area Loop
4.82.4 mi / 0 ft gainWe 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