72 Things to do near Chester, MA
first prev 1 2 3 4 next lastShowing results within 50 miles Distance miles of Chester, MA, USA City, Zip, or Address
Glendale Falls
Chester, Massachusetts
5.0 miles NSwim near Chester, Massachusetts
Swim
The Ledges
Huntington, Massachusetts
5.9 miles EA free woodsy disc golf course above the athletic fields at Gateway Regional High School in Huntington — open to the public after school hours and on weekends.
Disc Golf
Huntington Area
Granville, Massachusetts
6.1 miles SESwim near Granville, Massachusetts
Swim
Upper Goose Pond
Lee, Massachusetts
9.6 miles WSwim near Lee, Massachusetts
Swim
Cummington
Cummington, Massachusetts
12.6 miles NEA small, cool pond on the river with a wide sandy beach and a mostly gay social atmosphere — clothing is optional, and parking near Route 9 is limited.
Swim
Buck River
Sandisfield, Massachusetts
13.6 miles SWSwim near Sandisfield, Massachusetts
Swim
Windsor State Forest
Cummington, Massachusetts
14.9 miles NSwim near Cummington, Massachusetts
Swim
Orange Dam
Northampton, Massachusetts
15.1 miles ESwim near Northampton, Massachusetts
Swim
Hubbard River
Granville, Massachusetts
15.4 miles SSwim near Granville, Massachusetts
Swim
Granville Gorge
Southwick, Massachusetts
16.1 miles SEGranville Gorge is a magical little slice of the southern Berkshire Hills — a lush, green gorge where the Hubbard River carves a series of mini waterfalls and clear swimming holes through the...
Mountain Bike, Swim
Northampton State Hospital
Northampton, Massachusetts
16.6 miles EVariable terrain from tight woods to open fields in a multi-use area, with extreme slopes and a 5K track sharing the space — navigation can be tough.
Disc Golf
Veteran
Northampton, Massachusetts
17.6 miles EA free public skate park at Veterans' Field open spring through fall — skateboards and inline skates only, helmets and pads recommended, unsupervised.
Skateboard
HCC Disc Golf Course
Holyoke, Massachusetts
17.7 miles EA fully redesigned disc golf course in Holyoke with open early holes giving way to tight wooded fairways, severe elevation, and deceptive wind patterns on the back.
Disc Golf
Robinson state park
Agawam, Massachusetts
19.1 miles SEA fun two-hour MTB network with trails ranging from technical singletrack to fast smooth descents — watch for unmarked trails that drop off cliffs near Robinson State Park.
Mountain Bike
Provin Mountain
Southwick, Massachusetts
19.5 miles SEA moderate climb with fun descents and great views — a well-rounded mountain bike ride at Provin Mountain in western Massachusetts.
Mountain Bike
Umpachene Falls
New Marlborough, Massachusetts
19.7 miles SWSwim near New Marlborough, Massachusetts
Swim
Green River
Southwick, Massachusetts
21.6 miles WSwim near Southwick, Massachusetts
Swim
Bellevue Falls
Adams, Massachusetts
23.5 miles NSwim near Adams, Massachusetts
Swim
Carpenter's Falls
Granby, Connecticut
23.6 miles SRough dirt road and rooty singletrack near Granby with a waterfall tucked off to the left about half a mile in — a rewarding find for riders who explore.
Mountain Bike
Harvey Mountain Trail
Austerlitz, New York
23.8 miles WA short out-and-back ride through the woods that opens into a large blueberry field before climbing to Harvey Mountain and the New York/Massachusetts state line.
Mountain Bike
