Westford, Massachusetts

Park 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...

Public Garden Monument Walking Tour is a loop trail that takes you by the lake located near Boston, Massachusetts.

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...

Park 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 ...

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...

Park in the lot off of Arborway to access the trail. This place is gorgeous year round. The winter offers a quiet solitude, fall boasts bright colors, spring is the most beautiful as the flowers start to burst and cherry blossoms take over, and summer is overwhelmingly green. There are dozens of ...

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...

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...

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...

Houghton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, Massachusetts.

Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. 

Park 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...

Fort Revere is an 8-acre (3.2 ha) historic site situated on a small peninsula located in Hull, Massachusetts. It is situated on Telegraph Hill in Hull Village and contains the remains of two seacoast fortifications, one from the American Revolution and one that served 1898-1947. There are also a ...

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.

Castle Hill refers to either a 165-acre drumlin surrounded by sea and salt marsh or to the mansion that sits on the hill. Both are part of the 2,100-acre Crane Estate located on Argilla Road in Ipswich, Massachusetts.Take a walk through the public garden or down to the beach. Plenty of beautiful ...

Park in the parking area off of Refuge Rd. Take the Dunes Trail, a boardwalk path for the ~1-mile loop. Enjoy the views from an observation deck on three-story-high dunes. This trail is accessible from April-October.