98 Things to do near Simsbury, CT
first prev 1 2 3 4 5 next lastShowing results within 50 miles Distance miles of Simsbury, CT, USA City, Zip, or Address
Central
Simsbury, Connecticut
2.2 miles NA constantly changing trail in Simsbury with one huge drop, plenty of jumps, and a lively crowd — great for riders who want airtime and variety.
Mountain Bike
Penwood State Park
Simsbury, Connecticut
2.5 miles SEAn epic ridgeline trail system at Penwood State Park with single track inches from 200-foot cliffs, sweeping Farmington River Valley views, and links to trails north and south.
Mountain Bike
Heublein Tower
West Hartford, Connecticut
4.8 miles SEA mix of singletrack, double trail, and gravel roads with beautiful views from Heublein Tower — ride counterclockwise for the best experience.
Mountain Bike
Cowles Park
East Granby, Connecticut
5.8 miles NEWell-maintained trails with a great variety of descents, climbs, flat technical sections, and fire roads — a fun, wide-ranging trail system in East Granby worth returning to.
Mountain Bike
Satans Kingdom
New Hartford, Connecticut
6.7 miles WSwim near New Hartford, Connecticut
Swim
Carpenter's Falls
Granby, Connecticut
6.8 miles NRough 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
Winding Trails
Farmington, Connecticut
7.3 miles SA 5-mile trail complex with a fast, smooth ride and low technical challenge — home to the annual Fat Tire Classic race each April.
Mountain Bike
Metacomet Trail
East Granby, Connecticut
7.9 miles NEA 62.7-mile Blue-Blazed trail along Connecticut's Metacomet Ridge — part of the New England National Scenic Trail — open to hikers, backpackers, bikers, horseback riders, and in winter, snowshoers.
Hike, Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
9.0 miles SWA good network of trails in Nassahegan State Forest with a main loop, side trails, and a large outer loop — parking available across from the trailhead in Burlington, CT.
Mountain Bike
Sessions Woods
Burlington, Connecticut
10.6 miles SWA Sessions Woods trail system with a fun mix of rocks and roots, plus connections to nearby areas — road crossings included.
Mountain Bike
Page Park
Bristol, Connecticut
13.0 miles SWA mostly wooded course with open holes mixed in, a casual stream on a couple of holes, and an OB pond to keep things interesting.
Disc Golf
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
13.5 miles NWA mountain bike trail with remnants of old race markings and newer connecting singletrack winding through Gilbert Mountain — expect some washout and route-finding between segments.
Mountain Bike
Windsor Locks Canal Trail
Suffield, Connecticut
14.7 miles NEA 4.5-mile towpath trail along a 170-year-old historic canal with scenic vistas of both the Connecticut River and the old waterway itself.
Hike, Mountain Bike
Granville Gorge
Southwick, Massachusetts
15.3 miles NGranville 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
Hubbard River
Granville, Massachusetts
15.7 miles NWSwim near Granville, Massachusetts
Swim
Thomaston Dam
Thomaston, Connecticut
16.4 miles SWA multi-use area near Thomaston Dam with excellent valley views from the Vista picnic area, fishing along the Naugatuck River, hunting, trailbike and snowmobile riding, and a public model aircraft field.
Mountain Bike
Provin Mountain
Southwick, Massachusetts
17.1 miles NA moderate climb with fun descents and great views — a well-rounded mountain bike ride at Provin Mountain in western Massachusetts.
Mountain Bike
Scantic Rapids
Enfield, Connecticut
17.2 miles NESwim near Enfield, Connecticut
Swim
Cotton Hollow
Glastonbury, Connecticut
18.1 miles SESwim near Glastonbury, Connecticut
Swim
Robinson state park
Agawam, Massachusetts
18.6 miles NA 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
