Groton, Massachusetts
Top Spots in and near Groton
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Ashland, Massachusetts
Hike the Ashland Reservoir Trail
5.03.2 mi / 68 ft gainPark 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 -
Wellesley, Massachusetts
Walk along Lake Waban
3 miNote: The campus is currently closed due to COVID-19 restrictions. This is a lake on Wellesley College Campus. It is easy to get to from just about any direction. Just park and walk toward the lake, and there are paths that will take you there. The easiest place to park (pinned on the map) is ju...Read more -
Medford, Massachusetts
Hike Southern Middlesex Fells Loop
4.73.5 mi / 756 ft gainPark in the parking area near Bellevue Pond. There are multiple entrances to the reservation (some closer to the reservoir itself than others). I have spent days in there hiking around and never seeing the water and there are days when I just hiked right in to the water and sat and enjoyed it. Th...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 -
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 -
Jaffrey, New Hampshire
Mount Monadnock via White Dot & White Cross Loop
4.53.7 mi / 1686 ft gainThe White Dot Trail is the shortest, steepest ascent to the summit, while White Cross has a slightly easier grade down with very little difference in distance. Therefore, per the park's rangers, the best way to conquer this loop is White Dot up, White Cross down.The White Dot Trail begins at Mon...Read more -
Jaffrey, New Hampshire
Mount Monadnock via White Dot Trail
4.43.46 mi / 1699 ft gainMonadnock State Park is located in and around the 3,165-ft. Mount Monadnock. Mount Monadnock is crisscrossed by many miles of well-maintained hiking trails. The popular White Dot Trail (2.2 miles) is the shortest but steepest ascent to the summit, accessible from the Monadnock State Park headquar...Read more -
Boston, Massachusetts
Run the Arnold Arboretum Trail
5.02.6 mi / 150 ft gainPark 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 ...Read more -
Jaffrey, New Hampshire
Hike MT Monadnock via White Arrow Trail
4.3 mi / 1485 ft gainArriving at the Old Toll Road/Halfway House Trail head you will have $5 entrance fee. Starting on the Old Toll road you'll find yourself walking on a gradual incline into the beautiful New Hampshire wilderness. Everything you see and smell is fresh and vibrant. Following the road for 1.1 miles yo...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 -
Jaffrey, New Hampshire
Summit Mt. Monadnock via Marlboro Trail
5.04 mi / 2300 ft gainStart at the Marlboro Trailhead (you can enter this in Google maps) off Shaker Road. There's parking and porta-potty bathrooms. The trail is well-marked with white dashes/M marks all the way up. Once on trail, the initial 800 ft climb is through forested terrain with a few brooks and streams alon...Read more -
Sutton, Massachusetts
Hike the Purgatory Chasm Trail
4.71 mi / 115 ft gainFor 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 -
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 -
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 -
Hull, Massachusetts
Explore the Bunkers at Fort Revere
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 ...Read more