Douglas, Massachusetts
Looking for the best hiking in Douglas? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Douglas. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Douglas
-
Concord, Massachusetts
Hike around Walden Pond
4.51.69 mi / 45 ft gainPark in the lot ($8 for MA residents) by Walden Pond to access the trail, and head out either direction on the loop around the pond. Trail is accessible from April-October.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 -
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 -
Hampden, Massachusetts
Goat Rock Trail
2.67 mi / 659 ft gainGoat Rock Trail is an out-and-back trail where you may see beautiful wildflowers located near Hampden, Massachusetts.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 -
Franklin, Connecticut
Hike Baileys Ravine at Ayer's Gap Preserve
1.6 mi / 314 ft gainIt's steep and rocky in the beginning but it levels out after a while! When standing in the parking lot, the trailhead is hidden! Look to the right. The trail ends on Ayer's Road so you have to walk back a little ways on the road.Read more -
Hopkinton, Rhode Island
Hike to Long Pond & Ell Pond
5.05.7 miLong & Ell Pond is a favorite hike at any time of the year, but it is not for the faint of heart (or small children)! The path immediately becomes more of a rock-scrambling adventure than a hike, but the views are so worth it. This GPS address will lead you down a dirt road but you should ea...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 -
Groton, Massachusetts
Catch a Sunset at Gilbert Hill
5.01 miFrom Rt. I-495 Exit 31, Gibbert Hill has one of the greatest sunsets around Groton, MA area. You will see a lot of cows and even a castle. This is a very easy hike and a not so easy place to park, you have to leave you car on the side of the road, which is totally fine, I guess, it is easy.The wa...Read more -
North Stonington, Connecticut
Hike Wyassup Lake
5.02.4 mi / 278 ft gainWyassup Lake is a 2.4 mile out and back hike that takes you past great forest setting located near North Stonington, Connecticut.Read more -
Norwich, Connecticut
Explore Yantic Falls Historic District
0.3 mi / 26 ft gainThe Yantic Falls Historic District encompasses a historic mill and associated worker housing on Yantic Street in Norwich, Connecticut. The 10 acre area includes a complex of mill buildings arrayed along the Yantic River, and a group of three brick mill worker houses. Today, Yantic Falls is part d...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 -
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 -
North Stonington, Connecticut
Hike Narragansett Trail
4.010.7 mi / 1 ft gainNarragansett Trail is a 10.7 mile point-to-point hike that takes you by a lake located near North Stonington, Connecticut.Read more -
Hanson, Massachusetts
Burrage Pond Indian Trail
5.03.39 mi / 194 ft gainBurrage Pond Indian Trail is an out-and-back trail where you may see beautiful wildflowers located near Hanson, Massachusetts.Read more -
Glastonbury, Connecticut
Blackledge Falls
4.01.46 mi / 207 ft gainAlthough the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...Read more