Westport, Massachusetts
Top Spots in and near Westport
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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 -
Stonington, Connecticut
Hike River Road
4.03.9 mi / 55 ft gainRiver Road is a 3.9 mile point-to-point hike that takes you by a river located near Mystic, Connecticut.Read more -
Stonington, Connecticut
Hike Denison Pequotsepos Nature Center Trail
5.01.7 mi / 72 ft gainDenison Pequotsepos Nature Center Trail is a 1.7 mile loop hike that takes you by a river located near Mystic, Connecticut.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 -
Norwell, Massachusetts
Hike the Norris Reservation Loop
2.4 mi / 60 ft gainChoose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...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 -
Groton, Connecticut
Hike Haley Farm Loop
5.02.7 mi / 193 ft gainHaley Farm Loop is a 2.7 mile loop hike that takes you past wildlife located near Groton, Connecticut.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 -
Groton, Connecticut
Hike Sheep Farm
3.01 mi / 91 ft gainSheep Farm is a 1 mile loop hike that takes you by a waterfall located near Groton, Connecticut.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 -
Montauk, New York
Stroll along the Montauk Point Lighthouse Cliff Walk
4.51 miThe Montauk Point Lighthouse is one of the main attractions of "The End" of Long Island, but I've only ever walked around it on the cliff walk.When you get to the lighthouse, you can park in the parking lot (depending on when you go there may be a $8 fee). Right along the edge overlooking the wa...Read more -
Groton, Connecticut
Hike Bluff Point State Park Eastern Loop
4.54.3 mi / 344 ft gainBluff Point State Park Eastern Loop is a 4.3 mile loop hike where you may see beautiful wild flowers located near Groton, Connecticut.Read more