Rutland, Massachusetts
Top Spots in and near Rutland
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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 -
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 -
Cambridge, Massachusetts
Bike or Run on the Charles River Path
5.010 miThe 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 -
Londonderry, New Hampshire
Kendall Pond Yellow and Blue Trails
1.18 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 -
Milton, Massachusetts
Houghton's Pond Recreation Area
1.2 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 -
Plainfield, Connecticut
Hike Sugar Brook Loop Trail
4.03.3 mi / 200 ft gainSugar Brook Loop Trail is a 3.3 mile loop hike that takes you by a river located near Plainfield, Connecticut.Read more -
Boston, Massachusetts
Freedom Trail
4.72.9 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 -
Providence, Rhode Island
Neutaconkanut Loop
5.01.49 mi / 171 ft gainTo enter the park, you first have to go through a field and past a baseball park. Next, you will see a high slope, you can either enter the trails through here or the stairs at the side. Some of the trails are overgrown and may have ticks or poison ivy so be careful. This place is good for kids a...Read more -
Quincy, Massachusetts
Hike The Skyline Trail at Blue Hills
4.012.7 mi / 2542 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